[(3S,5S,8S,10S,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylhept-6-en-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: 2bfb1da8-99d9-4b18-ab93-8ed2c3026b32
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(3S,5S,8S,10S,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylhept-6-en-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): CCC(CCC(C)C1CCC2(C1(CC=C3C2CCC4C3(CCC(C4)OC(=O)C)C)C)C)C(=C)C
• SMILES (Isomeric): CC[C@@H](CC[C@@H](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)C(=C)C
• InChI: InChI=1S/C32H52O2/c1-9-24(21(2)3)11-10-22(4)27-15-18-32(8)29-13-12-25-20-26(34-23(5)33)14-17-30(25,6)28(29)16-19-31(27,32)7/h16,22,24-27,29H,2,9-15,17-20H2,1,3-8H3/t22-,24+,25+,26+,27-,29-,30+,31-,32+/m1/s1
• InChI Key: WGHNHHQZISJVJT-LJWANXNMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₂
• Molecular Weight: 468.80 g/mol
• Exact Mass: 468.396730897 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 10.10
• Atomic LogP (AlogP): 8.91
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

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	-	0.5236	52.36%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4472	44.72%
OATP2B1 inhibitior	-	0.7089	70.89%
OATP1B1 inhibitior	+	0.8517	85.17%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9514	95.14%
P-glycoprotein inhibitior	+	0.6941	69.41%
P-glycoprotein substrate	+	0.5151	51.51%
CYP3A4 substrate	+	0.6815	68.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7027	70.27%
CYP2C9 inhibition	-	0.8743	87.43%
CYP2C19 inhibition	+	0.7374	73.74%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8568	85.68%
CYP2C8 inhibition	+	0.4940	49.40%
CYP inhibitory promiscuity	-	0.5830	58.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4924	49.24%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9259	92.59%
Skin irritation	+	0.4913	49.13%
Skin corrosion	-	0.9787	97.87%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6793	67.93%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5166	51.66%
skin sensitisation	+	0.4722	47.22%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6404	64.04%
Acute Oral Toxicity (c)	III	0.8609	86.09%
Estrogen receptor binding	+	0.7678	76.78%
Androgen receptor binding	+	0.7140	71.40%
Thyroid receptor binding	+	0.5404	54.04%
Glucocorticoid receptor binding	+	0.7868	78.68%
Aromatase binding	+	0.6834	68.34%
PPAR gamma	+	0.5538	55.38%
Honey bee toxicity	-	0.6933	69.33%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.56%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.48%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.89%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.03%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.59%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	88.56%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.35%	82.69%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.81%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.61%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.60%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.18%	94.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.43%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.20%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.26%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.02%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.95%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.10%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.67%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.40%	95.71%

Plants that contains it

• Cajanus cajan

Cross-Links

• PubChem: 162939895
• LOTUS: LTS0247173
• wikiData: Q105304505