(3S,7S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-7-hydroperoxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

Details

• Internal ID: c33dd9b0-0d43-4e62-8788-312a746691f6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3S,7S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-7-hydroperoxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CCC(C=CC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)OO)C)C(C)C
• SMILES (Isomeric): CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C=C4[C@@]3(CC[C@@H](C4)O)C)OO)C)C(C)C
• InChI: InChI=1S/C29H48O3/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)32-31/h8-9,17-20,22-27,30-31H,7,10-16H2,1-6H3/b9-8+/t19-,20-,22+,23-,24+,25+,26-,27+,28+,29-/m1/s1
• InChI Key: MOIWXUZVOAWCDV-KQASBSEXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₃
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.36034539 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 7.27
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• 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	-	0.5871	58.71%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5641	56.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8121	81.21%
OATP1B3 inhibitior	+	0.9752	97.52%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5641	56.41%
P-glycoprotein inhibitior	-	0.4801	48.01%
P-glycoprotein substrate	+	0.6105	61.05%
CYP3A4 substrate	+	0.6976	69.76%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.7336	73.36%
CYP3A4 inhibition	-	0.6457	64.57%
CYP2C9 inhibition	-	0.8413	84.13%
CYP2C19 inhibition	-	0.8149	81.49%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.9095	90.95%
CYP2C8 inhibition	+	0.4570	45.70%
CYP inhibitory promiscuity	+	0.5915	59.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5803	58.03%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9613	96.13%
Skin irritation	-	0.5928	59.28%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	+	0.5378	53.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4770	47.70%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5561	55.61%
skin sensitisation	-	0.6393	63.93%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9257	92.57%
Acute Oral Toxicity (c)	III	0.3803	38.03%
Estrogen receptor binding	+	0.7459	74.59%
Androgen receptor binding	+	0.7215	72.15%
Thyroid receptor binding	+	0.5393	53.93%
Glucocorticoid receptor binding	+	0.6340	63.40%
Aromatase binding	-	0.5972	59.72%
PPAR gamma	+	0.5416	54.16%
Honey bee toxicity	-	0.7522	75.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	98.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.73%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.88%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.84%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	93.11%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.46%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL236	P41143	Delta opioid receptor	89.32%	99.35%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.79%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.43%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.29%	97.09%
CHEMBL4072	P07858	Cathepsin B	86.05%	93.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.15%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.73%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.35%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.56%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.16%	92.86%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.80%	93.04%

Plants that contains it

• Gynura japonica

Cross-Links

• PubChem: 15481896
• NPASS: NPC248819