Sablacaurin A



Compound IDCDAMM02979
Common nameSablacaurin A
IUPAC name3a,9b-dimethyl-7-prop-1-en-2-yl-3-(4,6,6-trimethyl-5-methylideneoctan-2-yl)spiro[1,2,3,4,5,5a,7,8,9,9a-decahydrocyclopenta[a]naphthalene-6,5\'-oxolane]-2\'-one
Molecular formulaC33H54O2

Experimental data

Retention time3.58
Adduct[M+H]+
Actual mz483.423
Theoretical mz483.419
Error8.53
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.7594

Identifiers and class information

Inchi keyHDSISRBVLGLNDA-KQVWLBACNA-N
SmilesO=C1OC2(CC1)C(C(=C)C)CCC3C2CCC4(C)C(CCC34C)C(C)CC(C(=C)C(C)(C)CC)C
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)5
    Number of non-conjugated amine groups (#amine)0
    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)7
    Number of reactive functional groups (#rtvFG)1
    Predicted central nervous system activity (CNS)0
    Molecular weight (mol_MW)482.788
    Computed dipole moment(dipole)5.134
    Total solvent accessible surface area (SASA)794.055
    Hydrophobic component of SASA (FOSA)706.448
    Hydrophilic component of SASA (FISA)54.263
    Pie component of the SASA (PISA)33.344
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1613.48
    Number of hydrogen bond donors (donorHB)0
    Number of hydrogen bond acceptors (accptHB)3
    Free energy of solvation of dipole (dip^2/V)0.0163355
    Index of cohesive interaction in solids (ACxDN^.5/SA)0
    Globularity descriptor (glob)0.837832
    Predicted polarizability in cubic angstroms (QPpolrz)54.241
    Predicted hexadecane/gas partition coefficient (QPlogPC16)13.596
    Predicted octanol/gas partition coefficient (QPlogPoct)19.451
    Predicted water/gas partition coefficient (QPlogPw)3.637
    Predicted octanol/water partition coefficient (QPlogPo/w)8.024
    Predicted aqueous solubility (QPlogS)-8.554
    Conformation-independent predicted aqueous solubility (CIQPlogS)-7.981
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.315
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)3029.15
    Predicted brain/blood partition coefficient (QPlogBB)-0.374
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1639.08
    Predicted skin permeability, log Kp (QPlogKp)-1.73
    PM3 calculated ionization potential (IP(ev))9.807
    PM3 calculated electron affinity (EA(eV))-0.928
    Number of likely metabolic reactions (#metab)4
    Prediction of binding to human serum albumin (QPlogKhsa)2.202
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    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)36.551
    Number of nitrogen and oxygen atoms (#NandO)2
    Number of violations of Lipinski’s rule of five (RuleOfFive)1
    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
    Q12809KCNH2HERGT20251SwissTargetPrediction
    P35228NOS2Nitric oxide synthase, inducibleT02703SwissTargetPrediction
    P00734F2ThrombinT94033SwissTargetPrediction
    P34969HTR7Serotonin 7 (5-HT7) receptorT79062SwissTargetPrediction
    P35354PTGS2Cyclooxygenase-2T66665SwissTargetPrediction
    P08235NR3C2Mineralocorticoid receptorT72168SwissTargetPrediction
    P06401PGRProgesterone receptorT22939SwissTargetPrediction
    P11511CYP19A1Cytochrome P450 19A1T13260SwissTargetPrediction
    O14684PTGESProstaglandin E synthaseT02562SwissTargetPrediction
    P17706PTPN2T-cell protein-tyrosine phosphataseT49156SwissTargetPrediction
    P28845HSD11B111-beta-hydroxysteroid dehydrogenase 1T65200SwissTargetPrediction
    P11473VDRVitamin D receptorT34234SwissTargetPrediction
    P06746POLBDNA polymerase beta (by homology)T06958SwissTargetPrediction
    P41145OPRK1Kappa Opioid receptorT60693SwissTargetPrediction
    P30559OXTROxytocin receptor (by homology)T84486SwissTargetPrediction
    P37288AVPR1AVasopressin V1a receptor (by homology)T79232SwissTargetPrediction
    P30518AVPR2Vasopressin V2 receptor (by homology)T66237SwissTargetPrediction
    Q9HAN5TRP1Cationic trypsinogenT27602SwissTargetPrediction
    P48147PREPProlyl endopeptidaseT86161SwissTargetPrediction
    P04035HMGCRHMG-CoA reductaseT53585SwissTargetPrediction
    P05093CYP17A1Cytochrome P450 17A1T89041SwissTargetPrediction
    P11388TOP2ADNA topoisomerase II alphaT17048SwissTargetPrediction
    Q99895CTRCChymotrypsin CT10118SwissTargetPrediction
    O43174CYP26A1Cytochrome P450 26A1T84634SwissTargetPrediction
    Q16875PFKFB36-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3T23787SwissTargetPrediction
    P30536TSPOTranslocator protein (by homology)T75440SwissTargetPrediction
    Q05469LIPEHormone sensitive lipaseT55689SwissTargetPrediction

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T20251DI0175Heart failure[ICD-11: BD10-BD1Z]Q12809KCNH2
    T02703DI0083Chronic kidney disease[ICD-11: GB61]P35228NOS2
    T02703DI0320Osteoarthritis[ICD-11: FA00-FA05]P35228NOS2
    T02703DI0375Sepsis[ICD-11: 1G40-1G41]P35228NOS2
    T02703DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35228NOS2
    T94033DI0052Bleeding disorder[ICD-11: GA20-GA21]P00734F2
    T94033DI0091Coagulation defect[ICD-11: 3B10]P00734F2
    T94033DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P00734F2
    T94033DI0275Multiple sclerosis[ICD-11: 8A40]P00734F2
    T94033DI0287Myocardial infarction[ICD-11: BA41-BA43]P00734F2
    T94033DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P00734F2
    T94033DI0403Thrombocytopenia[ICD-11: 3B64]P00734F2
    T94033DI0405Thrombosis[ICD-11: DB61-GB90]P00734F2
    T79062DI0025Alzheimer disease[ICD-11: 8A20]P34969HTR7
    T79062DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34969HTR7
    T79062DI0051Bipolar disorder[ICD-11: 6A60]P34969HTR7
    T79062DI0117Depression[ICD-11: 6A70-6A7Z]P34969HTR7
    T79062DI0265Mild neurocognitive disorder[ICD-11: 6D71]P34969HTR7
    T79062DI0331Parkinsonism[ICD-11: 8A00]P34969HTR7
    T79062DI0370Schizophrenia[ICD-11: 6A20]P34969HTR7
    T66665DI0087Chronic pain[ICD-11: MG30]P35354PTGS2
    T66665DI0145Female pelvic pain[ICD-11: GA34]P35354PTGS2
    T66665DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P35354PTGS2
    T66665DI0207Indeterminate colitis[ICD-11: DD72]P35354PTGS2
    T66665DI0227Knee osteoarthritis[ICD-11: FA01]P35354PTGS2
    T66665DI0320Osteoarthritis[ICD-11: FA00-FA05]P35354PTGS2
    T66665DI0324Pain[ICD-11: MG30-MG3Z]P35354PTGS2
    T66665DI0366Rheumatoid arthritis[ICD-11: FA20]P35354PTGS2
    T66665DI0416Tuberculosis[ICD-11: 1B10-1B12]P35354PTGS2
    T72168DI0018Adrenocortical insufficiency[ICD-11: 5A74]P08235NR3C2
    T72168DI0083Chronic kidney disease[ICD-11: GB61]P08235NR3C2
    T72168DI0100Contraceptive management[ICD-11: QA21]P08235NR3C2
    T72168DI0175Heart failure[ICD-11: BD10-BD1Z]P08235NR3C2
    T72168DI0190Hypertension[ICD-11: BA00-BA04]P08235NR3C2
    T72168DI0194Hypo-osmolality/hyponatraemia[ICD-11: 5C72]P08235NR3C2
    T22939DI0062Breast cancer[ICD-11: 2C60-2C6Y]P06401PGR
    T22939DI0100Contraceptive management[ICD-11: QA21]P06401PGR
    T22939DI0255Menstrual cycle bleeding disorder[ICD-11: GA20]P06401PGR
    T22939DI0344Preterm labour/delivery[ICD-11: JB00]P06401PGR
    T22939DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06401PGR
    T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
    T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
    T02562DI0025Alzheimer disease[ICD-11: 8A20]O14684PTGES
    T49156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P17706PTPN2
    T65200DI0210Influenza[ICD-11: 1E30-1E32]P28845HSD11B1
    T65200DI0239Lupus erythematosus[ICD-11: 4A40]P28845HSD11B1
    T65200DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P28845HSD11B1
    T34234DI0083Chronic kidney disease[ICD-11: GB61]P11473VDR
    T34234DI0171Hair/hair growth developmental defect[ICD-11: LC30]P11473VDR
    T34234DI0189Hyper-parathyroidism[ICD-11: 5A51]P11473VDR
    T34234DI0195Hypo-parathyroidism[ICD-11: 5A50]P11473VDR
    T34234DI0266Mineral deficiency[ICD-11: 5B5K]P11473VDR
    T34234DI0351Psoriasis[ICD-11: EA90]P11473VDR
    T34234DI0437Vitamin deficiency[ICD-11: 5B55-5B5F]P11473VDR
    T06958DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06746POLB
    T60693DI0304Non-specific cutaneous vascular symptom[ICD-11: ME64]P41145OPRK1
    T60693DI0324Pain[ICD-11: MG30-MG3Z]P41145OPRK1
    T60693DI0349Pruritus[ICD-11: EC90]P41145OPRK1
    T84486DI0009Acute diabete complication[ICD-11: 5A2Y]P30559OXTR
    T84486DI0041Autism spectrum disorder[ICD-11: 6A02]P30559OXTR
    T84486DI0340Postpartum haemorrhage[ICD-11: JA43]P30559OXTR
    T79232DI0009Acute diabete complication[ICD-11: 5A2Y]P37288AVPR1A
    T79232DI0041Autism spectrum disorder[ICD-11: 6A02]P37288AVPR1A
    T79232DI0190Hypertension[ICD-11: BA00-BA04]P37288AVPR1A
    T79232DI0194Hypo-osmolality/hyponatraemia[ICD-11: 5C72]P37288AVPR1A
    T79232DI0236Localisation[ICD-11: N.A.]P37288AVPR1A
    T66237DI0009Acute diabete complication[ICD-11: 5A2Y]P30518AVPR2
    T66237DI0041Autism spectrum disorder[ICD-11: 6A02]P30518AVPR2
    T66237DI0131Enuresis[ICD-11: 6C00]P30518AVPR2
    T66237DI0194Hypo-osmolality/hyponatraemia[ICD-11: 5C72]P30518AVPR2
    T66237DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P30518AVPR2
    T66237DI0338Polyuria[ICD-11: MF55]P30518AVPR2
    T27602DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9HAN5TRP1
    T27602DI0274Multiple myeloma[ICD-11: 2A83]Q9HAN5TRP1
    T86161DI0092Coeliac disease[ICD-11: DA95]P48147PREP
    T86161DI0210Influenza[ICD-11: 1E30-1E32]P48147PREP
    T86161DI0238Lung cancer[ICD-11: 2C25]P48147PREP
    T86161DI0265Mild neurocognitive disorder[ICD-11: 6D71]P48147PREP
    T53585DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P04035HMGCR
    T53585DI0102Coronary atherosclerosis[ICD-11: BA52]P04035HMGCR
    T53585DI0128Dyslipidemia[ICD-11: 5C80-5C81]P04035HMGCR
    T53585DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P04035HMGCR
    T53585DI0275Multiple sclerosis[ICD-11: 8A40]P04035HMGCR
    T53585DI0287Myocardial infarction[ICD-11: BA41-BA43]P04035HMGCR
    T53585DI0324Pain[ICD-11: MG30-MG3Z]P04035HMGCR
    T89041DI0346Prostate cancer[ICD-11: 2C82]P05093CYP17A1
    T17048DI0012Acute myeloid leukaemia[ICD-11: 2A60]P11388TOP2A
    T17048DI0225Kaposi sarcoma[ICD-11: 2B57]P11388TOP2A
    T17048DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11388TOP2A
    T84634DI0314Oesophagitis[ICD-11: DA24]O43174CYP26A1
    T23787DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16875PFKFB3
    T75440DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P30536TSPO
    T75440DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P30536TSPO
    T75440DI0214Insomnia[ICD-11: 7A00-7A0Z]P30536TSPO
    T75440DI0216Intentional self-harm[ICD-11: PC91]P30536TSPO
    T75440DI0271Mood/affect symptom[ICD-11: MB24]P30536TSPO
    T75440DI0411Tonus and reflex abnormality[ICD-11: MB47]P30536TSPO
    T55689DI0332Pediculosis[ICD-11: 1G00]Q05469LIPE

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