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

Details

• Internal ID: a91346e9-817c-4e2e-9450-bd1400ec61a8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-5,5,6-trimethylhept-6-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CC(CCC(C)(C)C(=C)C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
• SMILES (Isomeric): C[C@H](CCC(C)(C)C(=C)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
• InChI: InChI=1S/C29H48O/c1-19(2)27(4,5)15-12-20(3)24-10-11-25-23-9-8-21-18-22(30)13-16-28(21,6)26(23)14-17-29(24,25)7/h8,20,22-26,30H,1,9-18H2,2-7H3/t20-,22+,23+,24-,25+,26+,28+,29-/m1/s1
• InChI Key: CGUJNZGCCXPWEZ-OHPSOFBHSA-N
• Popularity: 3 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: 9.30
• Atomic LogP (AlogP): 7.94
• 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	+	0.5682	56.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4567	45.67%
OATP2B1 inhibitior	-	0.7229	72.29%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.8121	81.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7476	74.76%
P-glycoprotein inhibitior	-	0.5536	55.36%
P-glycoprotein substrate	+	0.8314	83.14%
CYP3A4 substrate	+	0.7397	73.97%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8417	84.17%
CYP2C9 inhibition	-	0.9061	90.61%
CYP2C19 inhibition	-	0.8966	89.66%
CYP2D6 inhibition	-	0.9489	94.89%
CYP1A2 inhibition	-	0.9282	92.82%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7021	70.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6136	61.36%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9461	94.61%
Skin irritation	+	0.5493	54.93%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7920	79.20%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	+	0.6283	62.83%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7439	74.39%
Acute Oral Toxicity (c)	I	0.7707	77.07%
Estrogen receptor binding	+	0.8407	84.07%
Androgen receptor binding	+	0.8070	80.70%
Thyroid receptor binding	+	0.7369	73.69%
Glucocorticoid receptor binding	+	0.8016	80.16%
Aromatase binding	+	0.5830	58.30%
PPAR gamma	-	0.5576	55.76%
Honey bee toxicity	-	0.7043	70.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.88%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	95.58%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.36%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.16%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.66%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.01%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.17%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.10%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.86%	93.56%
CHEMBL237	P41145	Kappa opioid receptor	85.65%	98.10%
CHEMBL2996	Q05655	Protein kinase C delta	84.92%	97.79%
CHEMBL233	P35372	Mu opioid receptor	84.84%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL1871	P10275	Androgen Receptor	84.24%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.05%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.85%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.57%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.77%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.74%	90.71%

Plants that contains it

• Fritillaria pallidiflora
• Kalanchoe daigremontiana
• Kalanchoe petitiana
• Koelreuteria paniculata

Cross-Links

• PubChem: 14312353
• NPASS: NPC207057
• LOTUS: LTS0263646
• wikiData: Q104958204