(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2S,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	3d27a954-698b-4074-bdc4-0081d40c32c3
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name	(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2S,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical)	CC12CCC3C(=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O
SMILES (Isomeric)	C[C@]12CC[C@H]3C(=CC(=O)[C@]4([C@@]3(C[C@@H]([C@@H](C4)O)O)C)O)[C@@]1(CC[C@@H]2[C@@](C)([C@@H](CCC(C)(C)O)O)O)O
InChI	InChI=1S/C27H44O8/c1-22(2,32)9-8-20(30)25(5,33)19-7-11-26(34)16-12-21(31)27(35)14-18(29)17(28)13-24(27,4)15(16)6-10-23(19,26)3/h12,15,17-20,28-30,32-35H,6-11,13-14H2,1-5H3/t15-,17-,18+,19-,20+,23+,24+,25-,26+,27+/m0/s1
InChI Key	GMFLGNRCCFYOKL-RWGAYUDGSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₄O₈
Molecular Weight	496.60 g/mol
Exact Mass	496.30361836 g/mol
Topological Polar Surface Area (TPSA)	159.00 Å²
XlogP	-0.30
Atomic LogP (AlogP)	0.97
H-Bond Acceptor	8
H-Bond Donor	7
Rotatable Bonds	5

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.6270	62.70%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7639	76.39%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.8829	88.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7914	79.14%
P-glycoprotein inhibitior	-	0.6392	63.92%
P-glycoprotein substrate	-	0.5453	54.53%
CYP3A4 substrate	+	0.6676	66.76%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.8669	86.69%
CYP2C9 inhibition	-	0.8366	83.66%
CYP2C19 inhibition	-	0.7655	76.55%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.9041	90.41%
CYP2C8 inhibition	-	0.7564	75.64%
CYP inhibitory promiscuity	-	0.8821	88.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6704	67.04%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9367	93.67%
Skin irritation	+	0.6255	62.55%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6964	69.64%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6631	66.31%
skin sensitisation	-	0.7756	77.56%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8393	83.93%
Acute Oral Toxicity (c)	I	0.5472	54.72%
Estrogen receptor binding	+	0.7827	78.27%
Androgen receptor binding	+	0.7586	75.86%
Thyroid receptor binding	+	0.6166	61.66%
Glucocorticoid receptor binding	+	0.7844	78.44%
Aromatase binding	+	0.7093	70.93%
PPAR gamma	-	0.5208	52.08%
Honey bee toxicity	-	0.8588	85.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9906	99.06%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.58%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.38%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.41%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.44%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	91.82%	94.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.37%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.25%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.75%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.02%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.68%	100.00%
CHEMBL1871	P10275	Androgen Receptor	82.00%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.01%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.45%	94.45%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.44%	85.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.