Compound ID	CDAMM00178
Common name	Cichorioside M
IUPAC name	(3S,3aR,4R,5E,7S,9E,11aS)-4-hydroxy-3,6,10-trimethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one
Molecular formula	C₂₁H₃₂O₉

Experimental data

Retention time	27.41
Adduct	[M+H]+
Actual mz	429.211
Theoretical mz	429.212
Error	1.63
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	4.7151

Identifiers and class information

Inchi key	HAJGGPOOUMMUSU-KVCXJPTPNA-N
Smiles	CC1C2C(CC(=CCC(C(=CC2O)C)OC3C(C(C(C(O3)CO)O)O)O)C)OC1=O
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Tinospora cordifolia (Willd.) Miers ex Hook.f. & Thomson

External sources

HMDB ID
KNApSAcK ID	C00029959
FooDB ID	FDB001805
DrugBank ID
ChEBI ID
Pubchem Compound ID	102476818
PlantCyc ID
UNPD ID	UNPD104161
Coconut ID	CNP0221871
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	8
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	428.478
Computed dipole moment(dipole)	7.544
Total solvent accessible surface area (SASA)	659.593
Hydrophobic component of SASA (FOSA)	397.422
Hydrophilic component of SASA (FISA)	247.204
Pie component of the SASA (PISA)	14.967
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1264.39
Number of hydrogen bond donors (donorHB)	5
Number of hydrogen bond acceptors (accptHB)	14.9
Free energy of solvation of dipole (dip^2/V)	0.0450081
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0505121
Globularity descriptor (glob)	0.85732
Predicted polarizability in cubic angstroms (QPpolrz)	39.453
Predicted hexadecane/gas partition coefficient (QPlogPC16)	12.938
Predicted octanol/gas partition coefficient (QPlogPoct)	29.169
Predicted water/gas partition coefficient (QPlogPw)	23.324
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.664
Predicted aqueous solubility (QPlogS)	-2.654
Conformation-independent predicted aqueous solubility (CIQPlogS)	-2.021
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.912
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	44.84
Predicted brain/blood partition coefficient (QPlogBB)	-2.161
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	17.257
Predicted skin permeability, log Kp (QPlogKp)	-5.255
PM3 calculated ionization potential (IP(ev))	9.619
PM3 calculated electron affinity (EA(eV))	-0.443
Number of likely metabolic reactions (#metab)	11
Prediction of binding to human serum albumin (QPlogKhsa)	-0.77
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	52.616
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)	157.69
Number of nitrogen and oxygen atoms (#NandO)	9
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	0
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
O43570	CA12	Carbonic anhydrase XII	T16987	SEA
Q9ULX7	CA14	Carbonic anhydrase XIV	T31992	SEA
P04183	TK1	Thymidine kinase, cytosolic	T30081	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P05230	FGF1	Acidic fibroblast growth factor	T18639	SEA
P09038	FGF2	Basic fibroblast growth factor	T31621	SEA
P60568	IL2	Interleukin-2	T61698	SEA
P17931	LGALS3	Galectin-3	T72038	SEA
P04746	AMY2A	Pancreatic alpha-amylase	T86918	SEA
P14679	TYR	Tyrosinase	T97035	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA
Q15391	P2RY14	Purinergic receptor P2Y14	T16555	SEA
Q99417	MYCBP	MYCBP messenger RNA	T37298	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T16987	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	O43570	CA12
T16987	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	O43570	CA12
T31992	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	Q9ULX7	CA14
T31992	DI0204	Inborn metabolism deficiency	[ICD-11: 5C50-5C59]	Q9ULX7	CA14
T30081	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P04183	TK1
T30081	DI0184	Human immunodeficiency virus disease	[ICD-11: 1C60-1C62]	P04183	TK1
T20761	DI0095	Colorectal cancer	[ICD-11: 2B91]	P15692	VEGFA
T20761	DI0365	Retinopathy	[ICD-11: 9B71]	P15692	VEGFA
T20761	DI0430	Vascular system developmental anomaly	[ICD-11: LA90]	P15692	VEGFA
T18639	DI0081	Chronic arterial occlusive disease	[ICD-11: BD4Z]	P05230	FGF1
T18639	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	P05230	FGF1
T31621	DI0005	Acne vulgaris	[ICD-11: ED80]	P09038	FGF2
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T72038	DI0190	Hypertension	[ICD-11: BA00-BA04]	P17931	LGALS3
T72038	DI0199	Idiopathic interstitial pneumonitis	[ICD-11: CB03]	P17931	LGALS3
T72038	DI0252	Melanoma	[ICD-11: 2C30]	P17931	LGALS3
T72038	DI0302	Non-alcoholic fatty liver disease	[ICD-11: DB92]	P17931	LGALS3
T72038	DI0351	Psoriasis	[ICD-11: EA90]	P17931	LGALS3
T86918	DI0110	Cystic fibrosis	[ICD-11: CA25]	P04746	AMY2A
T86918	DI0328	Pancreatic malfunction	[ICD-11: DC30-DC3Z]	P04746	AMY2A
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T37298	DI0235	Liver cancer	[ICD-11: 2C12]	Q99417	MYCBP
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1