(1S,2R,5S,7S,9R,11S,12S,15R,16R)-15-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-5-ol

Details

• Internal ID: 76eb8018-5c1f-4323-8726-a4ee2239e7ac
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (1S,2R,5S,7S,9R,11S,12S,15R,16R)-15-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-5-ol
• SMILES (Canonical): CCC(C=CC(C)C1CCC2C1(CCC3C2CC4C5(C3(CCC(C5)O)C)O4)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]2C[C@@H]4[C@]5([C@@]3(CC[C@@H](C5)O)C)O4)C)C(C)C
• InChI: InChI=1S/C29H48O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-16-26-29(31-26)17-21(30)12-15-28(29,6)25(22)13-14-27(23,24)5/h8-9,18-26,30H,7,10-17H2,1-6H3/b9-8+/t19-,20-,21+,22+,23-,24+,25+,26-,27-,28-,29-/m1/s1
• InChI Key: PXFPSLRSGJGOPC-PVORYOLYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₂
• Molecular Weight: 428.70 g/mol
• Exact Mass: 428.365430770 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 7.01
• H-Bond Acceptor: 2
• 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	+	0.9974	99.74%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4320	43.20%
OATP2B1 inhibitior	-	0.7182	71.82%
OATP1B1 inhibitior	+	0.8397	83.97%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5841	58.41%
P-glycoprotein inhibitior	-	0.5606	56.06%
P-glycoprotein substrate	-	0.5157	51.57%
CYP3A4 substrate	+	0.7193	71.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7296	72.96%
CYP3A4 inhibition	-	0.8291	82.91%
CYP2C9 inhibition	-	0.6777	67.77%
CYP2C19 inhibition	-	0.6188	61.88%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.6548	65.48%
CYP2C8 inhibition	+	0.5070	50.70%
CYP inhibitory promiscuity	-	0.7747	77.47%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6349	63.49%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9613	96.13%
Skin irritation	-	0.6385	63.85%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	+	0.5430	54.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.6786	67.86%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6066	60.66%
skin sensitisation	-	0.5780	57.80%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8719	87.19%
Acute Oral Toxicity (c)	III	0.4155	41.55%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.7939	79.39%
Thyroid receptor binding	+	0.6248	62.48%
Glucocorticoid receptor binding	+	0.7339	73.39%
Aromatase binding	+	0.5814	58.14%
PPAR gamma	+	0.6097	60.97%
Honey bee toxicity	-	0.6592	65.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9646	96.46%

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	98.47%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.45%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.75%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	93.40%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.34%	97.09%
CHEMBL236	P41143	Delta opioid receptor	92.36%	99.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.02%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.38%	96.38%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	89.94%	97.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.57%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.36%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.07%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.71%	95.58%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.55%	96.77%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.32%	96.21%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.05%	85.31%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.82%	97.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.69%	96.95%
CHEMBL299	P17252	Protein kinase C alpha	86.43%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.18%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.92%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.72%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.57%	97.14%
CHEMBL2581	P07339	Cathepsin D	83.98%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.44%	89.05%
CHEMBL206	P03372	Estrogen receptor alpha	83.39%	97.64%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.06%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.66%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.39%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	81.67%	98.35%
CHEMBL2996	Q05655	Protein kinase C delta	81.26%	97.79%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.17%	91.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.10%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.84%	95.50%
CHEMBL1871	P10275	Androgen Receptor	80.72%	96.43%
CHEMBL1914	P06276	Butyrylcholinesterase	80.68%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10938885
• LOTUS: LTS0030011
• wikiData: Q105216160