[(3S,5S,8S,10S,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13,14-trimethyl-1,2,3,4,5,6,7,8,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: 09f28b84-abd9-45e8-a19a-d0a060ffd50c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
• IUPAC Name: [(3S,5S,8S,10S,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13,14-trimethyl-1,2,3,4,5,6,7,8,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(C)C(C)CCC(C)C1CCC2(C1(CC=C3C2CCC4C3(CCC(C4)OC(=O)C)C)C)C
• SMILES (Isomeric): C[C@H](CC[C@@H](C)C(C)C)[C@H]1CC[C@@]2([C@@]1(CC=C3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)OC(=O)C)C)C)C
• InChI: InChI=1S/C31H52O2/c1-20(2)21(3)9-10-22(4)26-14-17-31(8)28-12-11-24-19-25(33-23(5)32)13-16-29(24,6)27(28)15-18-30(26,31)7/h15,20-22,24-26,28H,9-14,16-19H2,1-8H3/t21-,22-,24+,25+,26-,28-,29+,30-,31+/m1/s1
• InChI Key: OWVPCCBUUZGWRY-XNNUXFDNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₂
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.396730897 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 9.70
• Atomic LogP (AlogP): 8.60
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5128	51.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6637	66.37%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8481	84.81%
P-glycoprotein inhibitior	+	0.6560	65.60%
P-glycoprotein substrate	-	0.5932	59.32%
CYP3A4 substrate	+	0.6767	67.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.8900	89.00%
CYP2C19 inhibition	+	0.6666	66.66%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.9277	92.77%
CYP2C8 inhibition	-	0.6372	63.72%
CYP inhibitory promiscuity	-	0.6517	65.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4964	49.64%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9136	91.36%
Skin irritation	+	0.5372	53.72%
Skin corrosion	-	0.9829	98.29%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6431	64.31%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6054	60.54%
skin sensitisation	+	0.6011	60.11%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6008	60.08%
Acute Oral Toxicity (c)	III	0.8629	86.29%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	+	0.7240	72.40%
Thyroid receptor binding	+	0.6116	61.16%
Glucocorticoid receptor binding	+	0.7820	78.20%
Aromatase binding	+	0.6215	62.15%
PPAR gamma	+	0.5515	55.15%
Honey bee toxicity	-	0.7631	76.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

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	99.12%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.09%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.05%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.20%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.46%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.24%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.49%	94.62%
CHEMBL2996	Q05655	Protein kinase C delta	88.72%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	88.11%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.64%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.64%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.55%	94.23%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.42%	89.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.39%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.01%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.17%	95.89%
CHEMBL5028	O14672	ADAM10	81.53%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.83%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.80%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.39%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.32%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.23%	96.77%

Plants that contains it

• Cajanus cajan
• Gynostemma pentaphyllum
• Litsea sericea

Cross-Links

• PubChem: 13834172
• LOTUS: LTS0148117
• wikiData: Q105202328