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

Details

• Internal ID: 05e85a48-bcab-421d-baf3-041c5403ba2e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
• IUPAC Name: 2,3,14-trihydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-5,6-dimethylheptan-2-yl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)C(C)(C)O
• SMILES (Isomeric): CC(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)C(C)(C)O
• InChI: InChI=1S/C28H46O7/c1-15(24(2,3)33)11-23(32)27(6,34)22-8-10-28(35)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,15-16,18,20-23,30-35H,7-11,13-14H2,1-6H3
• InChI Key: IJRBORPEVKCEQD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₇
• Molecular Weight: 494.70 g/mol
• Exact Mass: 494.32435380 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	-	0.5479	54.79%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8310	83.10%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6766	67.66%
P-glycoprotein inhibitior	-	0.6369	63.69%
P-glycoprotein substrate	+	0.5436	54.36%
CYP3A4 substrate	+	0.6758	67.58%
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	-	0.6800	68.00%
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	-	0.9406	94.06%
Skin irritation	+	0.6543	65.43%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4246	42.46%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5077	50.77%
skin sensitisation	-	0.7034	70.34%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8853	88.53%
Acute Oral Toxicity (c)	III	0.5365	53.65%
Estrogen receptor binding	+	0.7489	74.89%
Androgen receptor binding	+	0.7172	71.72%
Thyroid receptor binding	+	0.6492	64.92%
Glucocorticoid receptor binding	+	0.7793	77.93%
Aromatase binding	+	0.6595	65.95%
PPAR gamma	-	0.5121	51.21%
Honey bee toxicity	-	0.8201	82.01%
Biodegradation	-	0.8750	87.50%
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	99.53%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.17%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.00%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.16%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.52%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.70%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.39%	91.07%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	88.13%	94.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.98%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	86.55%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.81%	97.14%
CHEMBL4040	P28482	MAP kinase ERK2	85.34%	83.82%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.48%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.90%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.85%	90.24%
CHEMBL1871	P10275	Androgen Receptor	82.77%	96.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.00%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.15%	93.04%

Plants that contains it

• Centaurea melitensis
• Chenopodium quinoa
• Fibraurea tinctoria
• Lepidothamnus intermedius
• Penstemon venustus
• Rhaponticum carthamoides subsp. carthamoides
• Tinospora cordifolia
• Tinospora hainanensis
• Vitex canescens

Cross-Links

• PubChem: 12312687
• LOTUS: LTS0032384
• wikiData: Q105114080