(3S,4S,5S,9S,10S,13R,14R,17R)-4,10,13-trimethyl-17-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

Details

• Internal ID: 681d5862-96eb-4225-983c-b617ac93edcb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3S,4S,5S,9S,10S,13R,14R,17R)-4,10,13-trimethyl-17-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CC=C(CCC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4C)O)C)C)C(C)C
• SMILES (Isomeric): C/C=C(\CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@@H]3C2=CC[C@@H]4[C@@]3(CC[C@@H]([C@H]4C)O)C)C)/C(C)C
• InChI: InChI=1S/C30H50O/c1-8-22(19(2)3)10-9-20(4)24-13-14-26-23-11-12-25-21(5)28(31)16-18-30(25,7)27(23)15-17-29(24,26)6/h8,11,19-21,24-28,31H,9-10,12-18H2,1-7H3/b22-8+/t20-,21+,24-,25+,26+,27-,28+,29-,30+/m1/s1
• InChI Key: LPZCCMIISIBREI-WXOUUVTBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O
• Molecular Weight: 426.70 g/mol
• Exact Mass: 426.386166214 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 9.00
• Atomic LogP (AlogP): 8.19
• 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	+	0.6223	62.23%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4911	49.11%
OATP2B1 inhibitior	-	0.7289	72.89%
OATP1B1 inhibitior	+	0.7777	77.77%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8482	84.82%
P-glycoprotein inhibitior	-	0.4591	45.91%
P-glycoprotein substrate	-	0.5683	56.83%
CYP3A4 substrate	+	0.6342	63.42%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8640	86.40%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.7681	76.81%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.9088	90.88%
CYP2C8 inhibition	-	0.8094	80.94%
CYP inhibitory promiscuity	-	0.5784	57.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5998	59.98%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9681	96.81%
Skin irritation	+	0.6308	63.08%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6432	64.32%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5616	56.16%
skin sensitisation	+	0.5785	57.85%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8916	89.16%
Acute Oral Toxicity (c)	III	0.8086	80.86%
Estrogen receptor binding	+	0.8329	83.29%
Androgen receptor binding	-	0.8511	85.11%
Thyroid receptor binding	+	0.7494	74.94%
Glucocorticoid receptor binding	+	0.8143	81.43%
Aromatase binding	-	0.5503	55.03%
PPAR gamma	+	0.5899	58.99%
Honey bee toxicity	-	0.7679	76.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1947	P10828	Thyroid hormone receptor beta-1	3.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.85%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.12%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.79%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.72%	82.69%
CHEMBL2581	P07339	Cathepsin D	91.27%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.96%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.50%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.76%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.52%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.41%	89.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.33%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.20%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.19%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.88%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.41%	94.45%
CHEMBL325	Q13547	Histone deacetylase 1	83.14%	95.92%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.09%	90.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.84%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	82.23%	98.10%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.54%	85.30%

Plants that contains it

• Flindersia xanthoxyla

Cross-Links

• PubChem: 163086372
• LOTUS: LTS0028987
• wikiData: Q105155427