17-(3,6-dihydroxy-6-methylheptan-2-yl)-2,3,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: fb3541a3-f07a-417e-b49f-d2fe0c54242b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
• IUPAC Name: 17-(3,6-dihydroxy-6-methylheptan-2-yl)-2,3,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC(C1CCC2(C1(CC(C3C2=CC(=O)C4C3(CC(C(C4)O)O)C)O)C)O)C(CCC(C)(C)O)O
• SMILES (Isomeric): CC(C1CCC2(C1(CC(C3C2=CC(=O)C4C3(CC(C(C4)O)O)C)O)C)O)C(CCC(C)(C)O)O
• InChI: InChI=1S/C27H44O7/c1-14(18(28)7-8-24(2,3)33)15-6-9-27(34)17-11-19(29)16-10-20(30)21(31)12-25(16,4)23(17)22(32)13-26(15,27)5/h11,14-16,18,20-23,28,30-34H,6-10,12-13H2,1-5H3
• InChI Key: DXGPJKXCWRHUMH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₇
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.30870374 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	-	0.5887	58.87%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8310	83.10%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6519	65.19%
P-glycoprotein inhibitior	-	0.6202	62.02%
P-glycoprotein substrate	+	0.6271	62.71%
CYP3A4 substrate	+	0.6756	67.56%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.8364	83.64%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.9278	92.78%
CYP2C8 inhibition	-	0.6495	64.95%
CYP inhibitory promiscuity	-	0.8761	87.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6900	69.00%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9484	94.84%
Skin irritation	+	0.6543	65.43%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4157	41.57%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5186	51.86%
skin sensitisation	-	0.7034	70.34%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8811	88.11%
Acute Oral Toxicity (c)	III	0.5365	53.65%
Estrogen receptor binding	+	0.7662	76.62%
Androgen receptor binding	+	0.7862	78.62%
Thyroid receptor binding	+	0.5820	58.20%
Glucocorticoid receptor binding	+	0.7561	75.61%
Aromatase binding	+	0.6677	66.77%
PPAR gamma	-	0.5588	55.88%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9934	99.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.81%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.55%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.17%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.86%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.61%	82.69%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	93.37%	94.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.05%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	89.45%	97.79%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.36%	89.34%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.13%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.87%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.54%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.18%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.75%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.44%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.18%	95.89%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.81%	96.12%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.56%	93.99%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.79%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.27%	98.05%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.21%	100.00%

Plants that contains it

• Vitex polygama
• Vitex strickeri

Cross-Links

• PubChem: 77199285
• LOTUS: LTS0118841
• wikiData: Q104991000