(1S,2R,5S,7S,9R,10R,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-6-methylheptan-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-5,10-diol

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	8c56ee67-9bc7-4871-be2c-fbcfd6ad3bf2
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name	(1S,2R,5S,7S,9R,10R,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-6-methylheptan-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-5,10-diol
SMILES (Canonical)	CC(C)CCCC(C)C1CCC2C1(CCC3C2C(C4C5(C3(CCC(C5)O)C)O4)O)C
SMILES (Isomeric)	C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H]([C@@H]4[C@]5([C@@]3(CC[C@@H](C5)O)C)O4)O)C
InChI	InChI=1S/C27H46O3/c1-16(2)7-6-8-17(3)19-9-10-20-22-21(12-13-25(19,20)4)26(5)14-11-18(28)15-27(26)24(30-27)23(22)29/h16-24,28-29H,6-15H2,1-5H3/t17-,18+,19-,20+,21+,22+,23-,24-,25-,26-,27-/m1/s1
InChI Key	NFSVGWISRPLYOZ-POKZUXAFSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₆O₃
Molecular Weight	418.70 g/mol
Exact Mass	418.34469533 g/mol
Topological Polar Surface Area (TPSA)	53.00 Å²
XlogP	7.00
Atomic LogP (AlogP)	5.57
H-Bond Acceptor	3
H-Bond Donor	2
Rotatable Bonds	5

Synonyms

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5beta,6beta-Epoxycholestane-3beta,7beta-diol

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	+	0.9857	98.57%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4998	49.98%
OATP2B1 inhibitior	-	0.5817	58.17%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5522	55.22%
P-glycoprotein inhibitior	-	0.6842	68.42%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7414	74.14%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.6904	69.04%
CYP3A4 inhibition	-	0.8375	83.75%
CYP2C9 inhibition	-	0.5863	58.63%
CYP2C19 inhibition	-	0.6167	61.67%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.6822	68.22%
CYP2C8 inhibition	-	0.6227	62.27%
CYP inhibitory promiscuity	-	0.8875	88.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6462	64.62%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.5894	58.94%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3742	37.42%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7339	73.39%
skin sensitisation	-	0.7430	74.30%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7343	73.43%
Acute Oral Toxicity (c)	III	0.4139	41.39%
Estrogen receptor binding	+	0.7145	71.45%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	+	0.6458	64.58%
Glucocorticoid receptor binding	+	0.7523	75.23%
Aromatase binding	+	0.6343	63.43%
PPAR gamma	+	0.5328	53.28%
Honey bee toxicity	-	0.7801	78.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9142	91.42%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.82%	85.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.00%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	95.09%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.66%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.43%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.38%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.00%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.02%	89.05%
CHEMBL3837	P07711	Cathepsin L	89.77%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.31%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.22%	100.00%
CHEMBL4302	P08183	P-glycoprotein 1	88.08%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.86%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.83%	98.05%
CHEMBL2581	P07339	Cathepsin D	87.79%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	86.74%	98.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.84%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.15%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.89%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.81%	90.17%
CHEMBL1871	P10275	Androgen Receptor	83.49%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.03%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.01%	97.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.98%	92.86%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.77%	95.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.15%	97.86%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.76%	96.38%

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.

Ageratina sternbergiana

Astragalus sevangensis