[(3S,4S,5S,10S,13R,14R,17R)-17-[(2R)-5-ethyl-6-methylhept-5-en-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] (9Z,12Z)-octadeca-9,12-dienoate

Details

• Internal ID: 48f69b17-c02b-4bb7-8c8c-6453cbc9997a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4S,5S,10S,13R,14R,17R)-17-[(2R)-5-ethyl-6-methylhept-5-en-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] (9Z,12Z)-octadeca-9,12-dienoate
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)OC1CCC2(C(C1C)CCC3=C2CCC4(C3(CCC4C(C)CCC(=C(C)C)CC)C)C)C
• SMILES (Isomeric): CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H]1CC[C@]2([C@H]([C@@H]1C)CCC3=C2CC[C@]4([C@]3(CC[C@@H]4[C@H](C)CCC(=C(C)C)CC)C)C)C
• InChI: InChI=1S/C49H82O2/c1-10-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-46(50)51-45-33-34-47(7)42(39(45)6)29-30-44-43(47)32-36-48(8)41(31-35-49(44,48)9)38(5)27-28-40(11-2)37(3)4/h15-16,18-19,38-39,41-42,45H,10-14,17,20-36H2,1-9H3/b16-15-,19-18-/t38-,39+,41-,42+,45+,47+,48-,49+/m1/s1
• InChI Key: QOTWPJORJWNUHM-HAIDSVCASA-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: 16.90
• Atomic LogP (AlogP): 15.23
• 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	-	0.8081	80.81%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5641	56.41%
OATP1B1 inhibitior	-	0.3180	31.80%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9811	98.11%
P-glycoprotein inhibitior	+	0.7757	77.57%
P-glycoprotein substrate	+	0.6815	68.15%
CYP3A4 substrate	+	0.7247	72.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	+	0.7387	73.87%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.7384	73.84%
CYP inhibitory promiscuity	-	0.5066	50.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.7332	73.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.4628	46.28%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7443	74.43%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7744	77.44%
Androgen receptor binding	+	0.8081	80.81%
Thyroid receptor binding	-	0.5194	51.94%
Glucocorticoid receptor binding	+	0.6645	66.45%
Aromatase binding	+	0.6054	60.54%
PPAR gamma	+	0.6437	64.37%
Honey bee toxicity	-	0.7843	78.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7278	72.78%
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	99.27%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.88%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.53%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.51%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.69%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.37%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.22%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.04%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.02%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	91.95%	97.79%
CHEMBL233	P35372	Mu opioid receptor	91.81%	97.93%
CHEMBL236	P41143	Delta opioid receptor	89.62%	99.35%
CHEMBL325	Q13547	Histone deacetylase 1	89.24%	95.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.59%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.37%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	86.61%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.58%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	85.65%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.20%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.76%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.51%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.00%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	83.70%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.26%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.26%	95.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	83.21%	85.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.28%	91.24%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.24%	94.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.11%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.76%	95.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.71%	94.08%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	81.57%	94.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.56%	93.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.13%	89.05%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.77%	98.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.45%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.01%	91.71%

Plants that contains it

• Goniophlebium mengtzeense

Cross-Links

• PubChem: 163189163
• LOTUS: LTS0197887
• wikiData: Q105225126