(3S,8R,9R,10R,13R,14R,17R)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-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: 64050ea3-7fe6-49cd-baaf-e93bd6da6984
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3S,8R,9R,10R,13R,14R,17R)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-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(CCC3C2CC=C4C3(CCC(C4)O)C)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]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C
• InChI: InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21+,23-,24+,25+,26+,27+,28-,29+/m0/s1
• InChI Key: HCXVJBMSMIARIN-OSFBXNEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O
• Molecular Weight: 412.70 g/mol
• Exact Mass: 412.370516150 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 7.80
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

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	+	0.5455	54.55%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4691	46.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.9820	98.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7487	74.87%
P-glycoprotein inhibitior	-	0.4322	43.22%
P-glycoprotein substrate	+	0.7256	72.56%
CYP3A4 substrate	+	0.7080	70.80%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7147	71.47%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9125	91.25%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9291	92.91%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5244	52.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5888	58.88%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9673	96.73%
Skin irritation	+	0.5270	52.70%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.8392	83.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.6568	65.68%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5577	55.77%
skin sensitisation	+	0.6416	64.16%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8942	89.42%
Acute Oral Toxicity (c)	I	0.4287	42.87%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.8116	81.16%
Thyroid receptor binding	+	0.6170	61.70%
Glucocorticoid receptor binding	+	0.7477	74.77%
Aromatase binding	-	0.6177	61.77%
PPAR gamma	+	0.5471	54.71%
Honey bee toxicity	-	0.7841	78.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	98.24%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.13%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.46%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.52%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.09%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.02%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.80%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.67%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.34%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.05%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.02%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.95%	100.00%
CHEMBL242	Q92731	Estrogen receptor beta	84.89%	98.35%
CHEMBL236	P41143	Delta opioid receptor	83.29%	99.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.42%	95.89%
CHEMBL1871	P10275	Androgen Receptor	80.52%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.39%	95.56%

Plants that contains it

• Cirsium arvense
• Crinum asiaticum
• Digitalis lanata
• Dioscorea deltoidea
• Elephantopus scaber
• Euphrasia stricta
• Eurycoma longifolia
• Ilex aquifolium
• Isodon trichocarpus
• Nigella sativa
• Ruscus hypoglossum
• Solanum arundo
• Strychnos potatorum

Cross-Links

• PubChem: 124762119
• LOTUS: LTS0244733
• wikiData: Q105026083