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

Details

• Internal ID: a807c2bb-f670-4c7e-b32e-fbd9b0b58472
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R,5S)-5,6-dimethylhept-6-en-2-yl]-7,7,12,16-tetramethyl-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)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)CC[C@H](C)C(=C)C)C
• InChI: InChI=1S/C49H82O2/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-44(50)51-43-31-33-48-36-49(48)35-34-46(8)40(39(5)27-26-38(4)37(2)3)30-32-47(46,9)42(49)29-28-41(48)45(43,6)7/h14-15,17-18,38-43H,2,10-13,16,19-36H2,1,3-9H3/b15-14-,18-17-/t38-,39+,40+,41-,42-,43-,46+,47-,48+,49-/m0/s1
• InChI Key: CEGQQNQUTYNJJA-CIBSQRIPSA-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: 17.80
• Atomic LogP (AlogP): 14.78
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 20

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	-	0.8292	82.92%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5251	52.51%
OATP2B1 inhibitior	-	0.5657	56.57%
OATP1B1 inhibitior	+	0.7089	70.89%
OATP1B3 inhibitior	+	0.9030	90.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9638	96.38%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.6239	62.39%
CYP3A4 substrate	+	0.7150	71.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.7619	76.19%
CYP2C9 inhibition	-	0.7709	77.09%
CYP2C19 inhibition	+	0.6577	65.77%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.7947	79.47%
CYP2C8 inhibition	+	0.6892	68.92%
CYP inhibitory promiscuity	-	0.5453	54.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5522	55.22%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.5874	58.74%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.8332	83.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.6543	65.43%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6426	64.26%
skin sensitisation	+	0.5546	55.46%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7886	78.86%
Acute Oral Toxicity (c)	III	0.7207	72.07%
Estrogen receptor binding	+	0.7576	75.76%
Androgen receptor binding	+	0.7817	78.17%
Thyroid receptor binding	-	0.5313	53.13%
Glucocorticoid receptor binding	+	0.6922	69.22%
Aromatase binding	+	0.6327	63.27%
PPAR gamma	+	0.6487	64.87%
Honey bee toxicity	-	0.7916	79.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7478	74.78%
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	98.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.11%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.91%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.78%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.16%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.63%	92.86%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.54%	85.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.77%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	94.29%	97.79%
CHEMBL240	Q12809	HERG	93.99%	89.76%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.46%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.10%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.60%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.15%	97.29%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.84%	95.17%
CHEMBL5255	O00206	Toll-like receptor 4	89.37%	92.50%
CHEMBL299	P17252	Protein kinase C alpha	89.25%	98.03%
CHEMBL233	P35372	Mu opioid receptor	88.75%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	87.97%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.49%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.06%	96.47%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.62%	82.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.45%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.43%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.13%	93.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.88%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.83%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.60%	89.00%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	83.41%	90.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.21%	92.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.37%	90.08%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.84%	94.78%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.43%	95.71%
CHEMBL236	P41143	Delta opioid receptor	80.83%	99.35%
CHEMBL4040	P28482	MAP kinase ERK2	80.79%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.46%	95.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.11%	91.81%

Plants that contains it

• Goniophlebium mengtzeense

Cross-Links

• PubChem: 162934545
• LOTUS: LTS0195347
• wikiData: Q104955649