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

Details

• Internal ID: 4bad0eeb-6d8e-4fcd-bd7b-c740925f44a8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3S,6R)-6-[(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-propan-2-ylheptan-1-ol
• SMILES (Canonical): CC(C)C(CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C)CCO
• SMILES (Isomeric): C[C@H](CC[C@@H](CCO)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C
• InChI: InChI=1S/C29H52O/c1-20(2)22(16-19-30)10-9-21(3)25-13-14-26-24-12-11-23-8-6-7-17-28(23,4)27(24)15-18-29(25,26)5/h20-27,30H,6-19H2,1-5H3/t21-,22+,23?,24+,25-,26+,27+,28+,29-/m1/s1
• InChI Key: IJSLGIMUXIRGLK-UNOJTMJMSA-N
• Popularity: 263 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₂O
• Molecular Weight: 416.70 g/mol
• Exact Mass: 416.401816278 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 10.50
• Atomic LogP (AlogP): 8.11
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• AKOS015838969

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.5377	53.77%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.7770	77.70%
OATP2B1 inhibitior	+	0.5543	55.43%
OATP1B1 inhibitior	+	0.8659	86.59%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6768	67.68%
P-glycoprotein inhibitior	-	0.5672	56.72%
P-glycoprotein substrate	-	0.6358	63.58%
CYP3A4 substrate	+	0.6908	69.08%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7141	71.41%
CYP3A4 inhibition	-	0.8792	87.92%
CYP2C9 inhibition	-	0.7663	76.63%
CYP2C19 inhibition	-	0.8624	86.24%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.8096	80.96%
CYP2C8 inhibition	-	0.8173	81.73%
CYP inhibitory promiscuity	-	0.7832	78.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6911	69.11%
Eye corrosion	-	0.9492	94.92%
Eye irritation	-	0.8879	88.79%
Skin irritation	-	0.6049	60.49%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6236	62.36%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6349	63.49%
skin sensitisation	+	0.5974	59.74%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9069	90.69%
Acute Oral Toxicity (c)	III	0.8062	80.62%
Estrogen receptor binding	+	0.7557	75.57%
Androgen receptor binding	+	0.7279	72.79%
Thyroid receptor binding	+	0.6201	62.01%
Glucocorticoid receptor binding	+	0.7630	76.30%
Aromatase binding	+	0.5760	57.60%
PPAR gamma	-	0.4856	48.56%
Honey bee toxicity	-	0.8212	82.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9485	94.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL237	P41145	Kappa opioid receptor	96.48%	98.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.03%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.80%	94.45%
CHEMBL240	Q12809	HERG	93.86%	89.76%
CHEMBL233	P35372	Mu opioid receptor	93.76%	97.93%
CHEMBL2581	P07339	Cathepsin D	91.07%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.88%	82.69%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	88.02%	95.42%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.96%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.11%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.70%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.48%	92.88%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.43%	93.99%
CHEMBL4581	P52732	Kinesin-like protein 1	84.97%	93.18%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.74%	93.56%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.28%	96.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.72%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.88%	90.71%
CHEMBL238	Q01959	Dopamine transporter	82.78%	95.88%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.34%	93.04%
CHEMBL268	P43235	Cathepsin K	82.08%	96.85%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.73%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.62%	95.36%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.93%	98.05%
CHEMBL202	P00374	Dihydrofolate reductase	80.16%	89.92%

Plants that contains it

• Aegiphila obducta
• Arabidopsis thaliana
• Avena sativa
• Beta vulgaris
• Carthamus tinctorius
• Dracaena cinnabari
• Hippophae rhamnoides
• Hoslundia opposita
• Leuzea carthamoides
• Nigella sativa
• Ornithopus sativus
• Phoenix canariensis
• Piper nigrum
• Sorghum bicolor
• Tetragonia tetragonoides
• Trichosanthes kirilowii
• Trichosanthes tricuspidata
• Trigonella cretica
• Typha domingensis

Cross-Links

• PubChem: 56924079
• NPASS: NPC78437
• LOTUS: LTS0063219
• wikiData: Q82905174