Methyl 3-[3a,6,9b-trimethyl-3-[1-(4-methyl-5-oxooxolan-2-yl)propan-2-yl]-7-prop-1-en-2-yl-1,2,3,4,5,5a,7,8-octahydrocyclopenta[a]naphthalen-6-yl]propanoate

Details

• Internal ID: c9c66fb0-385e-47c5-b032-58a436bcccb6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 3-[3a,6,9b-trimethyl-3-[1-(4-methyl-5-oxooxolan-2-yl)propan-2-yl]-7-prop-1-en-2-yl-1,2,3,4,5,5a,7,8-octahydrocyclopenta[a]naphthalen-6-yl]propanoate
• SMILES (Canonical): CC1CC(OC1=O)CC(C)C2CCC3(C2(CCC4C3=CCC(C4(C)CCC(=O)OC)C(=C)C)C)C
• SMILES (Isomeric): CC1CC(OC1=O)CC(C)C2CCC3(C2(CCC4C3=CCC(C4(C)CCC(=O)OC)C(=C)C)C)C
• InChI: InChI=1S/C31H48O4/c1-19(2)23-9-10-26-25(29(23,5)14-13-27(32)34-8)12-16-30(6)24(11-15-31(26,30)7)20(3)17-22-18-21(4)28(33)35-22/h10,20-25H,1,9,11-18H2,2-8H3
• InChI Key: IIPIWCJQGIFRHH-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): 52.60 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 7.28
• 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	+	0.9929	99.29%
Caco-2	-	0.5487	54.87%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7067	70.67%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.8385	83.85%
OATP1B3 inhibitior	+	0.8259	82.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7820	78.20%
P-glycoprotein inhibitior	+	0.7208	72.08%
P-glycoprotein substrate	+	0.6824	68.24%
CYP3A4 substrate	+	0.7022	70.22%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	+	0.5473	54.73%
CYP2C9 inhibition	-	0.8417	84.17%
CYP2C19 inhibition	-	0.7923	79.23%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.6397	63.97%
CYP2C8 inhibition	+	0.5671	56.71%
CYP inhibitory promiscuity	-	0.7572	75.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6312	63.12%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9327	93.27%
Skin irritation	-	0.5492	54.92%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4711	47.11%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5018	50.18%
skin sensitisation	-	0.8080	80.80%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5710	57.10%
Acute Oral Toxicity (c)	III	0.7617	76.17%
Estrogen receptor binding	+	0.6449	64.49%
Androgen receptor binding	+	0.7578	75.78%
Thyroid receptor binding	+	0.6511	65.11%
Glucocorticoid receptor binding	+	0.8030	80.30%
Aromatase binding	+	0.7252	72.52%
PPAR gamma	+	0.5772	57.72%
Honey bee toxicity	-	0.7113	71.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.65%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.12%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.03%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.57%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.61%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.98%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.20%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.16%	91.19%
CHEMBL2581	P07339	Cathepsin D	82.53%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	82.35%	92.50%
CHEMBL5028	O14672	ADAM10	82.24%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.21%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.10%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.85%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.76%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.74%	96.47%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.61%	97.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.48%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.16%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.12%	96.21%

Plants that contains it

• Abies sachalinensis

Cross-Links

• PubChem: 14778379
• LOTUS: LTS0022895
• wikiData: Q105113673