(3S,8R,9R,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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	b2e4166d-295f-4467-b62d-eda55caee9ca
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name	(3S,8R,9R,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical)	CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
SMILES (Isomeric)	C[C@H](CCCC(C)C)[C@H]1CC[C@H]2[C@@]1(CC[C@@H]3[C@@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI	InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22-,23-,24-,25-,26+,27-/m1/s1
InChI Key	HVYWMOMLDIMFJA-IAFPNTDASA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₆O
Molecular Weight	386.70 g/mol
Exact Mass	386.354866087 g/mol
Topological Polar Surface Area (TPSA)	20.20 Å²
XlogP	8.70
Atomic LogP (AlogP)	7.39
H-Bond Acceptor	1
H-Bond Donor	1
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	+	1.0000	100.00%
Caco-2	+	0.5800	58.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4852	48.52%
OATP2B1 inhibitior	-	0.5958	59.58%
OATP1B1 inhibitior	+	0.9678	96.78%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8195	81.95%
P-glycoprotein inhibitior	-	0.5558	55.58%
P-glycoprotein substrate	+	0.9207	92.07%
CYP3A4 substrate	+	0.7348	73.48%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8638	86.38%
CYP2C9 inhibition	-	0.9194	91.94%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.9355	93.55%
CYP2C8 inhibition	-	0.6246	62.46%
CYP inhibitory promiscuity	-	0.6721	67.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9558	95.58%
Skin irritation	+	0.5815	58.15%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4482	44.82%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6227	62.27%
skin sensitisation	+	0.6565	65.65%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8718	87.18%
Acute Oral Toxicity (c)	I	0.5508	55.08%
Estrogen receptor binding	+	0.8654	86.54%
Androgen receptor binding	+	0.7928	79.28%
Thyroid receptor binding	+	0.6457	64.57%
Glucocorticoid receptor binding	+	0.7943	79.43%
Aromatase binding	-	0.5412	54.12%
PPAR gamma	-	0.4899	48.99%
Honey bee toxicity	-	0.8493	84.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4523510	Q9Y6A2	Cholesterol 24-hydroxylase	670 nM	Kd	via Super-PRED
CHEMBL1741186	P51449	Nuclear receptor ROR-gamma	20 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.95%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.08%	95.93%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.69%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.29%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.77%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.40%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.25%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.51%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.87%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.35%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.07%	97.09%
CHEMBL1871	P10275	Androgen Receptor	86.72%	96.43%
CHEMBL237	P41145	Kappa opioid receptor	85.63%	98.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.42%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.63%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	81.67%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.48%	95.00%

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.

Andrographis neesiana