Methyl 3-[12-(3-hydroxyprop-1-en-2-yl)-4,8-dimethyl-5-(6-methyl-4-oxohept-5-en-2-yl)-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoate

Details

• Internal ID: cdcce6fd-2e4b-42dd-9c3c-2f230d75add4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 3-[12-(3-hydroxyprop-1-en-2-yl)-4,8-dimethyl-5-(6-methyl-4-oxohept-5-en-2-yl)-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoate
• SMILES (Canonical): CC(CC(=O)C=C(C)C)C1CCC2(C1(CCC34C2CCC(C3(C4)CCC(=O)OC)C(=C)CO)C)C
• SMILES (Isomeric): CC(CC(=O)C=C(C)C)C1CCC2(C1(CCC34C2CCC(C3(C4)CCC(=O)OC)C(=C)CO)C)C
• InChI: InChI=1S/C31H48O4/c1-20(2)16-23(33)17-21(3)24-10-12-29(6)26-9-8-25(22(4)18-32)30(13-11-27(34)35-7)19-31(26,30)15-14-28(24,29)5/h16,21,24-26,32H,4,8-15,17-19H2,1-3,5-7H3
• InChI Key: QWYJVELSAQHONK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₄
• Molecular Weight: 484.70 g/mol
• Exact Mass: 484.35526001 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 6.67
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9738	97.38%
Caco-2	-	0.5686	56.86%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7980	79.80%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.8297	82.97%
OATP1B3 inhibitior	+	0.8539	85.39%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9784	97.84%
P-glycoprotein inhibitior	+	0.6413	64.13%
P-glycoprotein substrate	+	0.5929	59.29%
CYP3A4 substrate	+	0.6990	69.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9046	90.46%
CYP3A4 inhibition	-	0.5822	58.22%
CYP2C9 inhibition	-	0.6130	61.30%
CYP2C19 inhibition	-	0.8009	80.09%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.7304	73.04%
CYP2C8 inhibition	+	0.5616	56.16%
CYP inhibitory promiscuity	-	0.6368	63.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8120	81.20%
Carcinogenicity (trinary)	Non-required	0.6952	69.52%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.6410	64.10%
Skin corrosion	-	0.9646	96.46%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3705	37.05%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.7190	71.90%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6725	67.25%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5481	54.81%
Acute Oral Toxicity (c)	III	0.7032	70.32%
Estrogen receptor binding	+	0.7160	71.60%
Androgen receptor binding	+	0.7836	78.36%
Thyroid receptor binding	+	0.5511	55.11%
Glucocorticoid receptor binding	+	0.7901	79.01%
Aromatase binding	+	0.7607	76.07%
PPAR gamma	+	0.5953	59.53%
Honey bee toxicity	-	0.6674	66.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	98.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.56%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.17%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.92%	91.24%
CHEMBL2581	P07339	Cathepsin D	90.86%	98.95%
CHEMBL1801	P00747	Plasminogen	90.02%	92.44%
CHEMBL340	P08684	Cytochrome P450 3A4	89.69%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.52%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.48%	91.07%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.18%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.43%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.05%	91.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.97%	96.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.58%	96.95%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.03%	97.47%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.96%	95.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.85%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.65%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.13%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.23%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.89%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.79%	96.47%
CHEMBL5028	O14672	ADAM10	81.67%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.31%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.23%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.03%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	80.36%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.34%	97.14%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.17%	96.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.12%	95.71%

Plants that contains it

• Gardenia obtusifolia

Cross-Links

• PubChem: 163046776
• LOTUS: LTS0034383
• wikiData: Q105229463