Veratramine



Compound IDCDAMM02358
Common nameVeratramine
IUPAC name2-[1-(3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl)ethyl]-5-methylpiperidin-3-ol
Molecular formulaC27H39NO2

Experimental data

Retention time10.21
Adduct[M+H]+
Actual mz410.306
Theoretical mz410.305
Error1.52
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.0722

Identifiers and class information

Inchi keyMALFODICFSIXPO-SGRZNHCKNA-N
SmilesOC1CC2=CCC3C4=CC=C(C(=C4CC3C2(C)CC1)C)C(C)C5NCC(C)CC5O
SuperclassBenzenoids
ClassFluorenes

Pharmacokinetic properties

Number of descriptor values(#stars)0
Number of non-conjugated amine groups (#amine)1
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)0
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)4
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)409.611
Computed dipole moment(dipole)2.239
Total solvent accessible surface area (SASA)728.032
Hydrophobic component of SASA (FOSA)566.991
Hydrophilic component of SASA (FISA)78.797
Pie component of the SASA (PISA)82.244
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1368.2
Number of hydrogen bond donors (donorHB)3
Number of hydrogen bond acceptors (accptHB)4.9
Free energy of solvation of dipole (dip^2/V)0.0036626
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0116575
Globularity descriptor (glob)0.81868
Predicted polarizability in cubic angstroms (QPpolrz)46.818
Predicted hexadecane/gas partition coefficient (QPlogPC16)12.734
Predicted octanol/gas partition coefficient (QPlogPoct)22.166
Predicted water/gas partition coefficient (QPlogPw)10.905
Predicted octanol/water partition coefficient (QPlogPo/w)4.476
Predicted aqueous solubility (QPlogS)-5.538
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.812
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.584
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)442.149
Predicted brain/blood partition coefficient (QPlogBB)-0.063
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)226.533
Predicted skin permeability, log Kp (QPlogKp)-4.361
PM3 calculated ionization potential (IP(ev))9.047
PM3 calculated electron affinity (EA(eV))-0.487
Number of likely metabolic reactions (#metab)8
Prediction of binding to human serum albumin (QPlogKhsa)1.06
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)100
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
Van der Waals surface area (PSA)53.811
Number of nitrogen and oxygen atoms (#NandO)3
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P00533EGFREpidermal growth factor receptor erbB1T59328SwissTargetPrediction
P29475NOS1Nitric-oxide synthase, brainT16117SwissTargetPrediction
P29474NOS3Nitric-oxide synthase, endothelialT06046SwissTargetPrediction
P43405SYKTyrosine-protein kinase SYKT62431SwissTargetPrediction
Q15125EBPAnti-estrogen binding site (AEBS)T25317SEA
P32297CHRNA3Neuronal acetylcholine receptor; alpha3/beta4T74166SwissTargetPrediction
P28222HTR1BSerotonin 1b (5-HT1b) receptorT07806SwissTargetPrediction
P28221HTR1DSerotonin 1d (5-HT1d) receptorT11072SwissTargetPrediction
P50406HTR6Serotonin 6 (5-HT6) receptorT16691SwissTargetPrediction
P08185SERPINA6Corticosteroid binding globulinT88452SEA
Q9UHC9NPC1L1Niemann-Pick C1-like protein 1T33901SEA
P18031PTPN1Protein-tyrosine phosphatase 1BT16347SwissTargetPrediction
Q13133NR1H3LXR-alphaT52297SEA
Q15465SHHSonic hedgehog protein (by homology)T12075SEA
P11309PIM1Serine/threonine-protein kinase PIM1T50594SwissTargetPrediction
O60674JAK2Tyrosine-protein kinase JAK2T08391SwissTargetPrediction
P06213INSRInsulin receptorT85435SwissTargetPrediction
Q9P1W9PIM2Serine/threonine-protein kinase PIM2T07279SwissTargetPrediction
Q86V86PIM3Serine/threonine-protein kinase PIM3T16596SwissTargetPrediction
P45452MMP13Matrix metalloproteinase 13T34296SwissTargetPrediction
P32245MC4RMelanocortin receptor 4T72458SwissTargetPrediction
Q92847GHSRGhrelin receptorT59604SwissTargetPrediction
P00742F10Thrombin and coagulation factor XT84631SwissTargetPrediction
P49356FNTBFarnesyl protein transferaseT13127SwissTargetPrediction
P11413G6PDGlucose-6-phosphate 1-dehydrogenaseT63484SEA
P05093CYP17A1Cytochrome P450 17A1T89041SEA
O75116ROCK2Rho-associated protein kinase 2T06093SwissTargetPrediction
P23458JAK1Tyrosine-protein kinase JAK1T62460SwissTargetPrediction
P31749AKT1Serine/threonine-protein kinase AKTT67619SwissTargetPrediction
P10721KITStem cell growth factor receptorT57700SwissTargetPrediction
Q9HBH9MKNK2MAP kinase signal-integrating kinase 2T99160SwissTargetPrediction
P24385CCND1Cyclin-dependent kinase 4/cyclin D1T12355SwissTargetPrediction
Q9UNA0ADAMTS5ADAMTS5T98896SwissTargetPrediction
P52333JAK3Tyrosine-protein kinase JAK3T23172SwissTargetPrediction
P47898HTR5ASerotonin 5a (5-HT5a) receptorT15571SwissTargetPrediction
Q9NWZ3IRAK4Interleukin-1 receptor-associated kinase 4T55398SwissTargetPrediction
P28482MAPK1MAP kinase ERK2T58970SwissTargetPrediction
P07333CSF1RMacrophage colony stimulating factor receptorT20333SwissTargetPrediction
Q99558MAP3K14Mitogen-activated protein kinase kinase kinase 14T95736SwissTargetPrediction
Q07912TNK2Tyrosine kinase non-receptor protein 2T63220SwissTargetPrediction
Q99835SMOSmoothened homologT66505SwissTargetPrediction
P46098HTR3ASerotonin 3a (5-HT3a) receptorT64591SwissTargetPrediction
P31751AKT2Serine/threonine-protein kinase AKT2T94621SwissTargetPrediction
Q9Y243AKT3Serine/threonine-protein kinase AKTT71266SwissTargetPrediction
Q13976PRKG1cGMP-dependent protein kinase 1 betaT78543SwissTargetPrediction
Q16875PFKFB36-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3T23787SwissTargetPrediction
P37023ACVRL1Serine/threonine-protein kinase receptor R3T36959SwissTargetPrediction
P21452TACR2Neurokinin 2 receptorT52790SwissTargetPrediction
Q07973CYP24A1Cytochrome P450 24A1T92458SwissTargetPrediction
Q9GZN0GPR88Probable G-protein coupled receptor 88T37505SwissTargetPrediction
Q07343PDE4BPhosphodiesterase 4B (by homology)T10265SwissTargetPrediction
Q9NZ70TAK1TGF-beta-activated kinase 1T04361SwissTargetPrediction
P51617IRAK1Interleukin-1 receptor-associated kinase 1T63846SwissTargetPrediction
Q13464ROCK1Rho-associated protein kinase 1T51282SwissTargetPrediction
Q15910EZH2EZH2/SUZ12/EED/RBBP7/RBBP4T25265SwissTargetPrediction
P62508ESRRGEstrogen-related receptor gammaT59875SwissTargetPrediction
O75907DGAT1Diacylglycerol O-acyltransferase 1T16688SwissTargetPrediction
Q9BUB5MKNK1MAP kinase-interacting serine/threonine-protein kinase MNK1T97136SwissTargetPrediction
O75173ADAMTS4ADAMTS4T79570SwissTargetPrediction
Q8NET8TRPV3Transient receptor potential cation channel subfamily V member 3T58496SwissTargetPrediction
O60825PFKFB26-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 2T20776SwissTargetPrediction

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T59328DI0030Angina pectoris[ICD-11: BA40]P00533EGFR
T59328DI0062Breast cancer[ICD-11: 2C60-2C6Y]P00533EGFR
T59328DI0095Colorectal cancer[ICD-11: 2B91]P00533EGFR
T59328DI0121Diabetic foot ulcer[ICD-11: BD54]P00533EGFR
T59328DI0220Ischemia[ICD-11: 8B10-8B11]P00533EGFR
T59328DI0238Lung cancer[ICD-11: 2C25]P00533EGFR
T59328DI0303Non-small-cell lung cancer[ICD-11: 2C25]P00533EGFR
T59328DI0361Renal cell carcinoma[ICD-11: 2C90]P00533EGFR
T59328DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P00533EGFR
T59328DI0420Unspecific body region injury[ICD-11: ND56]P00533EGFR
T16117DI0173Headache[ICD-11: 8A80-8A84]P29475NOS1
T16117DI0264Migraine[ICD-11: 8A80]P29475NOS1
T06046DI0287Myocardial infarction[ICD-11: BA41-BA43]P29474NOS3
T62431DI0403Thrombocytopenia[ICD-11: 3B64]P43405SYK
T25317DI0366Rheumatoid arthritis[ICD-11: FA20]Q15125EBP
T74166DI0105Cough[ICD-11: MD12]P32297CHRNA3
T07806DI0264Migraine[ICD-11: 8A80]P28222HTR1B
T07806DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28222HTR1B
T07806DI0354Psychotic disorder[ICD-11: 6A20-6A25]P28222HTR1B
T07806DI0370Schizophrenia[ICD-11: 6A20]P28222HTR1B
T11072DI0264Migraine[ICD-11: 8A80]P28221HTR1D
T11072DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28221HTR1D
T16691DI0025Alzheimer disease[ICD-11: 8A20]P50406HTR6
T16691DI0370Schizophrenia[ICD-11: 6A20]P50406HTR6
T88452DI0037Asthma[ICD-11: CA23]P08185SERPINA6
T88452DI0339Postoperative inflammation[ICD-11: 1A00-CA43]P08185SERPINA6
T88452DI0362Respiratory system disease[ICD-11: CB40-CB7Z]P08185SERPINA6
T33901DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q9UHC9NPC1L1
T16347DI0009Acute diabete complication[ICD-11: 5A2Y]P18031PTPN1
T16347DI0062Breast cancer[ICD-11: 2C60-2C6Y]P18031PTPN1
T16347DI0308Obesity[ICD-11: 5B80-5B81]P18031PTPN1
T16347DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P18031PTPN1
T52297DI0117Depression[ICD-11: 6A70-6A7Z]Q13133NR1H3
T50594DI0012Acute myeloid leukaemia[ICD-11: 2A60]P11309PIM1
T50594DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11309PIM1
T08391DI0039Atopic eczema[ICD-11: EA80]O60674JAK2
T08391DI0286Myeloproliferative neoplasm[ICD-11: 2A20]O60674JAK2
T08391DI0366Rheumatoid arthritis[ICD-11: FA20]O60674JAK2
T08391DI0404Thrombocytosis[ICD-11: 3B63]O60674JAK2
T85435DI0009Acute diabete complication[ICD-11: 5A2Y]P06213INSR
T85435DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P06213INSR
T07279DI0274Multiple myeloma[ICD-11: 2A83]Q9P1W9PIM2
T07279DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9P1W9PIM2
T34296DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P45452MMP13
T72458DI0192Hypoactive sexual desire dysfunction[ICD-11: HA00]P32245MC4R
T72458DI0228Large intestine motility disorder[ICD-11: DB32]P32245MC4R
T72458DI0308Obesity[ICD-11: 5B80-5B81]P32245MC4R
T59604DI0087Chronic pain[ICD-11: MG30]Q92847GHSR
T59604DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]Q92847GHSR
T84631DI0053Blood-forming organ disease[ICD-11: 3C0Z]P00742F10
T84631DI0080Christmas disease[ICD-11: 3B11]P00742F10
T84631DI0091Coagulation defect[ICD-11: 3B10]P00742F10
T84631DI0103Coronary thrombosis[ICD-11: BA43]P00742F10
T84631DI0114Deep vein thrombosis[ICD-11: BD71]P00742F10
T84631DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P00742F10
T84631DI0405Thrombosis[ICD-11: DB61-GB90]P00742F10
T84631DI0433Venous thromboembolism[ICD-11: BD72]P00742F10
T13127DI0342Premature ageing appearance[ICD-11: LD2B]P49356FNTB
T63484DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P11413G6PD
T89041DI0346Prostate cancer[ICD-11: 2C82]P05093CYP17A1
T06093DI0168Graft-versus-host disease[ICD-11: 4B24]O75116ROCK2
T62460DI0039Atopic eczema[ICD-11: EA80]P23458JAK1
T62460DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P23458JAK1
T62460DI0366Rheumatoid arthritis[ICD-11: FA20]P23458JAK1
T62460DI0404Thrombocytosis[ICD-11: 3B63]P23458JAK1
T67619DI0062Breast cancer[ICD-11: 2C60-2C6Y]P31749AKT1
T57700DI0058Bone/articular cartilage neoplasm[ICD-11: 2F7B]P10721KIT
T57700DI0095Colorectal cancer[ICD-11: 2B91]P10721KIT
T57700DI0160Gastrointestinal stromal tumour[ICD-11: 2B5B]P10721KIT
T57700DI0250Mature B-cell lymphoma[ICD-11: 2A85]P10721KIT
T57700DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P10721KIT
T57700DI0361Renal cell carcinoma[ICD-11: 2C90]P10721KIT
T57700DI0403Thrombocytopenia[ICD-11: 3B64]P10721KIT
T99160DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q9HBH9MKNK2
T99160DI0095Colorectal cancer[ICD-11: 2B91]Q9HBH9MKNK2
T99160DI0235Liver cancer[ICD-11: 2C12]Q9HBH9MKNK2
T99160DI0241Lymphoma[ICD-11: 2A80-2A86]Q9HBH9MKNK2
T99160DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9HBH9MKNK2
T12355DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P24385CCND1
T98896DI0320Osteoarthritis[ICD-11: FA00-FA05]Q9UNA0ADAMTS5
T23172DI0023Alopecia[ICD-11: ED70]P52333JAK3
T23172DI0039Atopic eczema[ICD-11: EA80]P52333JAK3
T23172DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P52333JAK3
T23172DI0366Rheumatoid arthritis[ICD-11: FA20]P52333JAK3
T15571DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P47898HTR5A
T55398DI0039Atopic eczema[ICD-11: EA80]Q9NWZ3IRAK4
T55398DI0109Cutaneous lupus erythematosus[ICD-11: EB50-EB5Z]Q9NWZ3IRAK4
T55398DI0241Lymphoma[ICD-11: 2A80-2A86]Q9NWZ3IRAK4
T55398DI0339Postoperative inflammation[ICD-11: 1A00-CA43]Q9NWZ3IRAK4
T55398DI0351Psoriasis[ICD-11: EA90]Q9NWZ3IRAK4
T55398DI0366Rheumatoid arthritis[ICD-11: FA20]Q9NWZ3IRAK4
T58970DI0036Arteries/arterioles disorder[ICD-11: BD52]P28482MAPK1
T58970DI0252Melanoma[ICD-11: 2C30]P28482MAPK1
T58970DI0326Pancreatic cancer[ICD-11: 2C10]P28482MAPK1
T58970DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28482MAPK1
T20333DI0058Bone/articular cartilage neoplasm[ICD-11: 2F7B]P07333CSF1R
T66505DI0047Basal cell carcinoma[ICD-11: 2C32]Q99835SMO
T66505DI0085Chronic myelomonocytic leukaemia[ICD-11: 2A40]Q99835SMO
T66505DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q99835SMO
T64591DI0087Chronic pain[ICD-11: MG30]P46098HTR3A
T64591DI0101Corneal disease[ICD-11: 9A76-9A78]P46098HTR3A
T64591DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P46098HTR3A
T64591DI0218Irritable bowel syndrome[ICD-11: DD91]P46098HTR3A
T64591DI0293Nausea/vomiting[ICD-11: MD90]P46098HTR3A
T71266DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q9Y243AKT3
T23787DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16875PFKFB3
T36959DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P37023ACVRL1
T52790DI0218Irritable bowel syndrome[ICD-11: DD91]P21452TACR2
T92458DI0351Psoriasis[ICD-11: EA90]Q07973CYP24A1
T10265DI0037Asthma[ICD-11: CA23]Q07343PDE4B
T10265DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]Q07343PDE4B
T10265DI0265Mild neurocognitive disorder[ICD-11: 6D71]Q07343PDE4B
T04361DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9NZ70TAK1
T51282DI0166Glaucoma[ICD-11: 9C61]Q13464ROCK1
T25265DI0151Follicular lymphoma[ICD-11: 2A80]Q15910EZH2
T16688DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]O75907DGAT1
T97136DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q9BUB5MKNK1
T97136DI0095Colorectal cancer[ICD-11: 2B91]Q9BUB5MKNK1
T97136DI0235Liver cancer[ICD-11: 2C12]Q9BUB5MKNK1
T97136DI0241Lymphoma[ICD-11: 2A80-2A86]Q9BUB5MKNK1
T97136DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9BUB5MKNK1
T58496DI0324Pain[ICD-11: MG30-MG3Z]Q8NET8TRPV3

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