3-[(1S,4R,5R,8S,9S,12S,13R)-5-[(2R)-4-[(2S)-3,3-dimethyloxiran-2-yl]butan-2-yl]-4,8-dimethyl-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic acid

Details

• Internal ID: d36633b3-63c8-4b7e-9168-d7677ec83cf3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[(1S,4R,5R,8S,9S,12S,13R)-5-[(2R)-4-[(2S)-3,3-dimethyloxiran-2-yl]butan-2-yl]-4,8-dimethyl-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic acid
• SMILES (Canonical): CC(CCC1C(O1)(C)C)C2CCC3(C2(CCC45C3CCC(C4(C5)CCC(=O)O)C(=C)C)C)C
• SMILES (Isomeric): C[C@H](CC[C@H]1C(O1)(C)C)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@H]([C@]4(C5)CCC(=O)O)C(=C)C)C)C
• InChI: InChI=1S/C30H48O3/c1-19(2)21-9-10-23-28(7)14-12-22(20(3)8-11-24-26(4,5)33-24)27(28,6)16-17-30(23)18-29(21,30)15-13-25(31)32/h20-24H,1,8-18H2,2-7H3,(H,31,32)/t20-,21+,22-,23+,24+,27-,28+,29-,30+/m1/s1
• InChI Key: UTGFMGGNDIKILM-BRTONVJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.64
• H-Bond Acceptor: 2
• 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	+	0.9943	99.43%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5710	57.10%
OATP2B1 inhibitior	-	0.5732	57.32%
OATP1B1 inhibitior	+	0.8497	84.97%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7047	70.47%
P-glycoprotein inhibitior	-	0.5823	58.23%
P-glycoprotein substrate	+	0.5246	52.46%
CYP3A4 substrate	+	0.6730	67.30%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.5164	51.64%
CYP2C9 inhibition	-	0.6029	60.29%
CYP2C19 inhibition	-	0.6996	69.96%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.6783	67.83%
CYP2C8 inhibition	-	0.5794	57.94%
CYP inhibitory promiscuity	-	0.8424	84.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6856	68.56%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.5803	58.03%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7028	70.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5377	53.77%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5211	52.11%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7140	71.40%
Acute Oral Toxicity (c)	III	0.5249	52.49%
Estrogen receptor binding	+	0.6609	66.09%
Androgen receptor binding	+	0.7487	74.87%
Thyroid receptor binding	+	0.6381	63.81%
Glucocorticoid receptor binding	+	0.7398	73.98%
Aromatase binding	+	0.7087	70.87%
PPAR gamma	+	0.6052	60.52%
Honey bee toxicity	-	0.7574	75.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	97.34%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.28%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.48%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	90.82%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	88.28%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.93%	89.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.47%	93.00%
CHEMBL236	P41143	Delta opioid receptor	86.86%	99.35%
CHEMBL233	P35372	Mu opioid receptor	86.85%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.84%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	86.12%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.49%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.09%	100.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	84.97%	92.26%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	83.92%	97.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.54%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.37%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.12%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	80.37%	90.17%
CHEMBL2514	O95665	Neurotensin receptor 2	80.19%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.18%	96.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.02%	97.50%

Plants that contains it

• Kadsura coccinea

Cross-Links

• PubChem: 163015727
• LOTUS: LTS0245175
• wikiData: Q105278753