[(1S,3R,6S,7S,8S,11S,12S,15R,16R)-15-[(2R,5R)-5-ethyl-6-methylhept-6-en-2-yl]-7,12,16-trimethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (9Z,12Z)-octadeca-9,12-dienoate

Details

• Internal ID: 24206002-8156-4262-96c5-17e4db498ff9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,7S,8S,11S,12S,15R,16R)-15-[(2R,5R)-5-ethyl-6-methylhept-6-en-2-yl]-7,12,16-trimethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (9Z,12Z)-octadeca-9,12-dienoate
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)OC1CCC23CC24CCC5(C(CCC5(C4CCC3C1C)C)C(C)CCC(CC)C(=C)C)C
• SMILES (Isomeric): CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H]1CC[C@]23C[C@]24CC[C@@]5([C@H](CC[C@]5([C@@H]4CC[C@H]3[C@@H]1C)C)[C@H](C)CC[C@@H](CC)C(=C)C)C
• InChI: InChI=1S/C49H82O2/c1-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-45(50)51-43-31-33-48-36-49(48)35-34-46(7)41(38(5)26-27-40(10-2)37(3)4)30-32-47(46,8)44(49)29-28-42(48)39(43)6/h14-15,17-18,38-44H,3,9-13,16,19-36H2,1-2,4-8H3/b15-14-,18-17-/t38-,39+,40-,41-,42+,43+,44+,46-,47+,48-,49+/m1/s1
• InChI Key: WEZSLOOEIPSGGK-MJGKSAJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₂O₂
• Molecular Weight: 703.20 g/mol
• Exact Mass: 702.63148185 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 17.90
• Atomic LogP (AlogP): 14.78
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 21

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	-	0.8237	82.37%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4403	44.03%
OATP2B1 inhibitior	-	0.5636	56.36%
OATP1B1 inhibitior	+	0.7448	74.48%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9757	97.57%
P-glycoprotein inhibitior	+	0.7394	73.94%
P-glycoprotein substrate	+	0.6798	67.98%
CYP3A4 substrate	+	0.7242	72.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.6982	69.82%
CYP2C9 inhibition	-	0.8006	80.06%
CYP2C19 inhibition	+	0.6424	64.24%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.7552	75.52%
CYP2C8 inhibition	+	0.6791	67.91%
CYP inhibitory promiscuity	-	0.5729	57.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.5664	56.64%
Skin corrosion	-	0.9740	97.40%
Ames mutagenesis	-	0.7832	78.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.6513	65.13%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5339	53.39%
skin sensitisation	+	0.4886	48.86%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7746	77.46%
Acute Oral Toxicity (c)	III	0.7800	78.00%
Estrogen receptor binding	+	0.7870	78.70%
Androgen receptor binding	+	0.7765	77.65%
Thyroid receptor binding	-	0.5597	55.97%
Glucocorticoid receptor binding	+	0.6840	68.40%
Aromatase binding	+	0.6005	60.05%
PPAR gamma	+	0.6437	64.37%
Honey bee toxicity	-	0.7314	73.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7678	76.78%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.82%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.79%	99.17%
CHEMBL2581	P07339	Cathepsin D	97.18%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.28%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.12%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.69%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.53%	92.86%
CHEMBL233	P35372	Mu opioid receptor	94.48%	97.93%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.41%	85.94%
CHEMBL2996	Q05655	Protein kinase C delta	94.04%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.19%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.97%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.11%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.05%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.71%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.01%	95.17%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	88.22%	96.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.75%	91.24%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	87.74%	90.75%
CHEMBL5255	O00206	Toll-like receptor 4	87.58%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	87.49%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.26%	93.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	86.76%	99.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.61%	97.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.22%	86.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.21%	95.71%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.07%	91.81%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.98%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.09%	96.38%
CHEMBL299	P17252	Protein kinase C alpha	83.53%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.43%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.03%	96.47%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.04%	82.69%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.84%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.76%	95.89%
CHEMBL3045	P05771	Protein kinase C beta	81.62%	97.63%
CHEMBL230	P35354	Cyclooxygenase-2	81.50%	89.63%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.42%	97.53%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.40%	100.00%

Plants that contains it

• Goniophlebium mengtzeense

Cross-Links

• PubChem: 162897624
• LOTUS: LTS0187825
• wikiData: Q105303717