Methyl 3-[11,15-dimethyl-5-methylidene-14-(6-methyl-4-oxohept-5-en-2-yl)-6-oxo-7-oxapentacyclo[8.7.0.01,3.04,8.011,15]heptadecan-3-yl]propanoate

Details

• Internal ID: d25db522-c786-4674-b841-041bb44c4635
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 3-[11,15-dimethyl-5-methylidene-14-(6-methyl-4-oxohept-5-en-2-yl)-6-oxo-7-oxapentacyclo[8.7.0.01,3.04,8.011,15]heptadecan-3-yl]propanoate
• SMILES (Canonical): CC(CC(=O)C=C(C)C)C1CCC2(C1(CCC34C2CC5C(C3(C4)CCC(=O)OC)C(=C)C(=O)O5)C)C
• SMILES (Isomeric): CC(CC(=O)C=C(C)C)C1CCC2(C1(CCC34C2CC5C(C3(C4)CCC(=O)OC)C(=C)C(=O)O5)C)C
• InChI: InChI=1S/C31H44O5/c1-18(2)14-21(32)15-19(3)22-8-10-29(6)24-16-23-26(20(4)27(34)36-23)31(11-9-25(33)35-7)17-30(24,31)13-12-28(22,29)5/h14,19,22-24,26H,4,8-13,15-17H2,1-3,5-7H3
• InChI Key: RGFKYIOSMXLVPZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₄O₅
• Molecular Weight: 496.70 g/mol
• Exact Mass: 496.31887450 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.21
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	-	0.6105	61.05%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7149	71.49%
OATP2B1 inhibitior	-	0.7231	72.31%
OATP1B1 inhibitior	+	0.7953	79.53%
OATP1B3 inhibitior	+	0.8625	86.25%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9489	94.89%
P-glycoprotein inhibitior	+	0.7326	73.26%
P-glycoprotein substrate	+	0.6097	60.97%
CYP3A4 substrate	+	0.7082	70.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9051	90.51%
CYP3A4 inhibition	+	0.5568	55.68%
CYP2C9 inhibition	-	0.7151	71.51%
CYP2C19 inhibition	-	0.6659	66.59%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.6616	66.16%
CYP2C8 inhibition	+	0.6055	60.55%
CYP inhibitory promiscuity	-	0.7124	71.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6654	66.54%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.6370	63.70%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6584	65.84%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5209	52.09%
skin sensitisation	-	0.7154	71.54%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5211	52.11%
Acute Oral Toxicity (c)	III	0.6096	60.96%
Estrogen receptor binding	+	0.8056	80.56%
Androgen receptor binding	+	0.7791	77.91%
Thyroid receptor binding	+	0.5602	56.02%
Glucocorticoid receptor binding	+	0.8031	80.31%
Aromatase binding	+	0.7384	73.84%
PPAR gamma	+	0.6471	64.71%
Honey bee toxicity	-	0.6476	64.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.96%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.12%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.85%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	91.82%	90.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.16%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.46%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	87.49%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.10%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.72%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.66%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.40%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.87%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.78%	95.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.47%	93.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.15%	96.47%
CHEMBL5028	O14672	ADAM10	82.92%	97.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.92%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.79%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.62%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.41%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.06%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.90%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.44%	98.75%
CHEMBL299	P17252	Protein kinase C alpha	81.36%	98.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.34%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.08%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.96%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.90%	89.34%

Plants that contains it

• Gardenia aubryi

Cross-Links

• PubChem: 162842592
• LOTUS: LTS0098726
• wikiData: Q105235804