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

Details

• Internal ID: a2dd77d2-4865-4641-a47d-17689cb36400
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-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(C4CCC3C1(C)C)C)C(C)CCC=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]3C1(C)C)C)[C@H](C)CCC=C(C)C)C
• InChI: InChI=1S/C48H80O2/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-43(49)50-42-31-33-47-36-48(47)35-34-45(7)39(38(4)26-24-25-37(2)3)30-32-46(45,8)41(48)29-28-40(47)44(42,5)6/h13-14,16-17,25,38-42H,9-12,15,18-24,26-36H2,1-8H3/b14-13-,17-16-/t38-,39-,40+,41+,42+,45-,46+,47-,48+/m1/s1
• InChI Key: DBPFNWIRQLOMIZ-GXAKZERESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₀O₂
• Molecular Weight: 689.10 g/mol
• Exact Mass: 688.61583179 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 17.10
• Atomic LogP (AlogP): 14.53
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 19

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	-	0.8156	81.56%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5629	56.29%
OATP2B1 inhibitior	-	0.5646	56.46%
OATP1B1 inhibitior	-	0.3443	34.43%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9765	97.65%
P-glycoprotein inhibitior	+	0.7491	74.91%
P-glycoprotein substrate	+	0.5493	54.93%
CYP3A4 substrate	+	0.7091	70.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.8303	83.03%
CYP2C9 inhibition	-	0.7794	77.94%
CYP2C19 inhibition	+	0.6553	65.53%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	-	0.8495	84.95%
CYP2C8 inhibition	+	0.5933	59.33%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5375	53.75%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.5718	57.18%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.8132	81.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.6991	69.91%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6748	67.48%
skin sensitisation	+	0.5828	58.28%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8373	83.73%
Acute Oral Toxicity (c)	III	0.7404	74.04%
Estrogen receptor binding	+	0.7778	77.78%
Androgen receptor binding	+	0.7815	78.15%
Thyroid receptor binding	-	0.5296	52.96%
Glucocorticoid receptor binding	+	0.7066	70.66%
Aromatase binding	+	0.6138	61.38%
PPAR gamma	+	0.6656	66.56%
Honey bee toxicity	-	0.8096	80.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7078	70.78%
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
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.27%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.88%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.71%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.66%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.53%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	94.59%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.39%	93.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.27%	85.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.41%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	92.16%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	90.24%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	89.80%	97.79%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.06%	97.29%
CHEMBL299	P17252	Protein kinase C alpha	88.62%	98.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.52%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	87.35%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.60%	92.62%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.31%	96.38%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.11%	95.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.95%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.64%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.46%	97.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.09%	97.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.95%	91.81%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.88%	94.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.18%	95.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.94%	92.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.63%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.35%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.05%	94.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.80%	96.47%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.71%	94.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.34%	90.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.96%	96.95%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	81.80%	90.75%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.21%	92.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%

Plants that contains it

• Goniophlebium mengtzeense

Cross-Links

• PubChem: 163007912
• LOTUS: LTS0201605
• wikiData: Q104974655