Compound ID	CDAMM01811
Common name	8-Hydroxyergotamine
IUPAC name	N-(7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl)-9-hydroxy-7-methyl-4,6,6a,8-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide
Molecular formula	C₃₃H₃₅N₅O₆

Experimental data

Retention time	3.92
Adduct	[M+Na]+
Actual mz	620.246
Theoretical mz	620.248
Error	3.74
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.2561

Identifiers and class information

Inchi key	JGOTUAOHJNQELB-WYZMVIABNA-N
Smiles	O=C(NC1(OC2(O)N(C1=O)C(C(=O)N3CCCC32)CC=4C=CC=CC4)C)C5(O)C=C6C=7C=CC=C8NC=C(C87)CC6N(C)C5
Superclass	Alkaloids and derivatives
Class	Ergoline and derivatives

Plant source

Cinnamomum tamala (Buch.-Ham.) T.Nees & C.H.Eberm.

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00011223
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	162960240
PlantCyc ID
UNPD ID	UNPD113444
Coconut ID	CNP0231391
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	2
Number of rotatable bonds (#rotor)	6
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	597.669
Computed dipole moment(dipole)	8.198
Total solvent accessible surface area (SASA)	887.834
Hydrophobic component of SASA (FOSA)	371.813
Hydrophilic component of SASA (FISA)	161.024
Pie component of the SASA (PISA)	354.997
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1702.95
Number of hydrogen bond donors (donorHB)	3.25
Number of hydrogen bond acceptors (accptHB)	11.5
Free energy of solvation of dipole (dip^2/V)	0.0394694
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0233511
Globularity descriptor (glob)	0.776784
Predicted polarizability in cubic angstroms (QPpolrz)	61.536
Predicted hexadecane/gas partition coefficient (QPlogPC16)	18.511
Predicted octanol/gas partition coefficient (QPlogPoct)	32.448
Predicted water/gas partition coefficient (QPlogPw)	23.386
Predicted octanol/water partition coefficient (QPlogPo/w)	2.389
Predicted aqueous solubility (QPlogS)	-4.397
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.608
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.814
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	32.779
Predicted brain/blood partition coefficient (QPlogBB)	-1.179
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	32.531
Predicted skin permeability, log Kp (QPlogKp)	-4.723
PM3 calculated ionization potential (IP(ev))	8.202
PM3 calculated electron affinity (EA(eV))	0.376
Number of likely metabolic reactions (#metab)	7
Prediction of binding to human serum albumin (QPlogKhsa)	0
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	42.142
Solvent-accessible surface area of fluorine atoms (SAFluorine)	0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)	43.997
Van der Waals surface area (PSA)	147.404
Number of nitrogen and oxygen atoms (#NandO)	11
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	2
Number of violations of Jorgensenâ€™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
P41595	HTR2B	Serotonin 2b (5-HT2b) receptor	T31204	SEA
P08913	ADRA2A	Alpha-2a adrenergic receptor	T11448	SEA
P28566	HTR1E	Serotonin 1e (5-HT1e) receptor	T84117	SEA
P21728	DRD1	Dopamine D1 receptor	T22118	SEA
P18825	ADRA2C	Adrenergic receptor alpha-2	T01777	SEA
Q13489	BIRC3	Baculoviral IAP repeat-containing protein 3	T35173	SEA
P47898	HTR5A	Serotonin 5a (5-HT5a) receptor	T15571	SEA
P18089	ADRA2B	Alpha-2b adrenergic receptor	T41580	SEA
P49682	CXCR3	C-X-C chemokine receptor type 3	T25315	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T31204	DI0040	Attention deficit hyperactivity disorder	[ICD-11: 6A05]	P41595	HTR2B
T31204	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P41595	HTR2B
T31204	DI0337	Pituitary gland disorder	[ICD-11: 5A60-5A61]	P41595	HTR2B
T31204	DI0354	Psychotic disorder	[ICD-11: 6A20-6A25]	P41595	HTR2B
T11448	DI0040	Attention deficit hyperactivity disorder	[ICD-11: 6A05]	P08913	ADRA2A
T11448	DI0317	Opioid use disorder	[ICD-11: 6C43]	P08913	ADRA2A
T11448	DI0396	Substance abuse	[ICD-11: 6C40]	P08913	ADRA2A
T84117	DI0337	Pituitary gland disorder	[ICD-11: 5A60-5A61]	P28566	HTR1E
T22118	DI0003	Abortion	[ICD-11: JA00]	P21728	DRD1
T22118	DI0022	Allergic/hypersensitivity disorder	[ICD-11: 4A80-4A8Z]	P21728	DRD1
T22118	DI0190	Hypertension	[ICD-11: BA00-BA04]	P21728	DRD1
T22118	DI0331	Parkinsonism	[ICD-11: 8A00]	P21728	DRD1
T01777	DI0166	Glaucoma	[ICD-11: 9C61]	P18825	ADRA2C
T01777	DI0190	Hypertension	[ICD-11: BA00-BA04]	P18825	ADRA2C
T01777	DI0196	Hypotension	[ICD-11: BA20-BA21]	P18825	ADRA2C
T01777	DI0308	Obesity	[ICD-11: 5B80-5B81]	P18825	ADRA2C
T01777	DI0310	Ocular disease	[ICD-11: N.A.]	P18825	ADRA2C
T01777	DI0396	Substance abuse	[ICD-11: 6C40]	P18825	ADRA2C
T35173	DI0259	Metastatic lymph node neoplasm	[ICD-11: 2D60]	Q13489	BIRC3
T15571	DI0337	Pituitary gland disorder	[ICD-11: 5A60-5A61]	P47898	HTR5A
T41580	DI0396	Substance abuse	[ICD-11: 6C40]	P18089	ADRA2B
T25315	DI0178	Hepatic fibrosis/cirrhosis	[ICD-11: DB93]	P49682	CXCR3
T25315	DI0339	Postoperative inflammation	[ICD-11: 1A00-CA43]	P49682	CXCR3
T25315	DI0351	Psoriasis	[ICD-11: EA90]	P49682	CXCR3
T25315	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P49682	CXCR3