3-[(1S,4R,5R,8S,9S,12S,13R)-13-ethyl-4,8-dimethyl-5-[(2R)-6-methylhept-5-en-2-yl]-12-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]but-3-enoic acid

Details

• Internal ID: 9b8cec51-3c29-4393-ba27-3bbcc629d14d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[(1S,4R,5R,8S,9S,12S,13R)-13-ethyl-4,8-dimethyl-5-[(2R)-6-methylhept-5-en-2-yl]-12-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]but-3-enoic acid
• SMILES (Canonical): CCC12CC13CCC4(C(CCC4(C3CCC2C(=C)CC(=O)O)C)C(C)CCC=C(C)C)C
• SMILES (Isomeric): CC[C@]12C[C@]13CC[C@@]4([C@H](CC[C@]4([C@@H]3CC[C@H]2C(=C)CC(=O)O)C)[C@H](C)CCC=C(C)C)C
• InChI: InChI=1S/C30H48O2/c1-8-29-19-30(29)17-16-27(6)23(21(4)11-9-10-20(2)3)14-15-28(27,7)25(30)13-12-24(29)22(5)18-26(31)32/h10,21,23-25H,5,8-9,11-19H2,1-4,6-7H3,(H,31,32)/t21-,23-,24+,25+,27-,28+,29-,30+/m1/s1
• InChI Key: NSGGZEZGPOVBFA-RISGNIHZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₂
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.365430770 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 10.20
• Atomic LogP (AlogP): 8.43
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.5188	51.88%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.3505	35.05%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.8098	80.98%
OATP1B3 inhibitior	+	0.9030	90.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8469	84.69%
P-glycoprotein inhibitior	-	0.4557	45.57%
P-glycoprotein substrate	-	0.5474	54.74%
CYP3A4 substrate	+	0.6461	64.61%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.7807	78.07%
CYP2C9 inhibition	-	0.7873	78.73%
CYP2C19 inhibition	-	0.7400	74.00%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.7720	77.20%
CYP2C8 inhibition	-	0.6949	69.49%
CYP inhibitory promiscuity	-	0.7531	75.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6594	65.94%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9282	92.82%
Skin irritation	-	0.5496	54.96%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.6828	68.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5680	56.80%
skin sensitisation	+	0.5585	55.85%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6281	62.81%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6547	65.47%
Acute Oral Toxicity (c)	III	0.6242	62.42%
Estrogen receptor binding	+	0.7321	73.21%
Androgen receptor binding	+	0.7529	75.29%
Thyroid receptor binding	+	0.6725	67.25%
Glucocorticoid receptor binding	+	0.7314	73.14%
Aromatase binding	+	0.7420	74.20%
PPAR gamma	+	0.6766	67.66%
Honey bee toxicity	-	0.8050	80.50%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
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	96.17%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.61%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.33%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.56%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.21%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.47%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.35%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	90.88%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.65%	96.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.98%	93.00%
CHEMBL233	P35372	Mu opioid receptor	89.73%	97.93%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	88.39%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.26%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.07%	95.58%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.28%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.59%	90.71%
CHEMBL237	P41145	Kappa opioid receptor	84.37%	98.10%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.26%	95.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.95%	96.47%
CHEMBL2514	O95665	Neurotensin receptor 2	83.43%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.34%	89.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.88%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.02%	94.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.20%	89.34%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.55%	98.75%

Plants that contains it

• Kadsura coccinea

Cross-Links

• PubChem: 100923241
• LOTUS: LTS0143488
• wikiData: Q105185023