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

Details

• Internal ID: 96f7e8a8-f56a-4569-b0ed-ad8265cf004f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 3-[11,15-dimethyl-14-(6-methylhept-5-en-2-yl)-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.01,3.04,8.011,15]heptadecan-3-yl]propanoate
• SMILES (Canonical): CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CC5C(C3(C4)CCC(=O)OC)C(=C)C(=O)O5)C)C
• SMILES (Isomeric): CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CC5C(C3(C4)CCC(=O)OC)C(=C)C(=O)O5)C)C
• InChI: InChI=1S/C31H46O4/c1-19(2)9-8-10-20(3)22-11-13-29(6)24-17-23-26(21(4)27(33)35-23)31(14-12-25(32)34-7)18-30(24,31)16-15-28(22,29)5/h9,20,22-24,26H,4,8,10-18H2,1-3,5-7H3
• InChI Key: CLKPXYYJFFVZSE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₆O₄
• Molecular Weight: 482.70 g/mol
• Exact Mass: 482.33960994 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.03
• H-Bond Acceptor: 4
• 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	-	0.5999	59.99%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7149	71.49%
OATP2B1 inhibitior	-	0.7201	72.01%
OATP1B1 inhibitior	+	0.7661	76.61%
OATP1B3 inhibitior	+	0.8625	86.25%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8985	89.85%
P-glycoprotein inhibitior	+	0.6657	66.57%
P-glycoprotein substrate	+	0.5461	54.61%
CYP3A4 substrate	+	0.7031	70.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8865	88.65%
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	+	0.5000	50.00%
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	-	0.9125	91.25%
Skin irritation	-	0.6370	63.70%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4297	42.97%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5531	55.31%
skin sensitisation	-	0.7154	71.54%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5594	55.94%
Acute Oral Toxicity (c)	III	0.6096	60.96%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.7628	76.28%
Thyroid receptor binding	+	0.5702	57.02%
Glucocorticoid receptor binding	+	0.7827	78.27%
Aromatase binding	+	0.7208	72.08%
PPAR gamma	+	0.6586	65.86%
Honey bee toxicity	-	0.6701	67.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	99.17%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.44%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.29%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.13%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	90.80%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.52%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.50%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.78%	91.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.68%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.51%	92.62%
CHEMBL2581	P07339	Cathepsin D	86.95%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.91%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.88%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.44%	91.19%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.29%	95.58%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.98%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.91%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.49%	95.71%
CHEMBL3837	P07711	Cathepsin L	83.48%	96.61%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.69%	95.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.60%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.46%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	82.06%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.57%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.53%	89.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.29%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.19%	95.56%
CHEMBL5028	O14672	ADAM10	80.34%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.34%	99.17%
CHEMBL299	P17252	Protein kinase C alpha	80.07%	98.03%

Plants that contains it

• Gardenia sootepensis
• Gardenia tubifera

Cross-Links

• PubChem: 56660460
• LOTUS: LTS0171330
• wikiData: Q104963563