ethyl 3-[(1S,4R,5R,8S,9R,12S,13R)-4,8-dimethyl-5-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradec-10-enyl]propanoate

Details

• Internal ID: 75469795-938b-4573-9bd7-ba6bfd2e6598
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: ethyl 3-[(1S,4R,5R,8S,9R,12S,13R)-4,8-dimethyl-5-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradec-10-enyl]propanoate
• SMILES (Canonical): CCOC(=O)CCC12CC13CCC4(C(CCC4(C3C=CC2C(=C)C)C)C(C)C5CC=C(C(=O)O5)C)C
• SMILES (Isomeric): CCOC(=O)CC[C@]12C[C@]13CC[C@@]4([C@H](CC[C@]4([C@H]3C=C[C@H]2C(=C)C)C)[C@H](C)[C@H]5CC=C(C(=O)O5)C)C
• InChI: InChI=1S/C32H46O4/c1-8-35-27(33)14-16-31-19-32(31)18-17-29(6)24(22(5)25-11-9-21(4)28(34)36-25)13-15-30(29,7)26(32)12-10-23(31)20(2)3/h9-10,12,22-26H,2,8,11,13-19H2,1,3-7H3/t22-,23-,24+,25+,26+,29+,30-,31+,32-/m0/s1
• InChI Key: NJHOZBBYXZBYRO-MMWXJGLUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₄
• Molecular Weight: 494.70 g/mol
• Exact Mass: 494.33960994 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.20
• 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	+	0.9892	98.92%
Caco-2	-	0.6087	60.87%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6811	68.11%
OATP2B1 inhibitior	-	0.7204	72.04%
OATP1B1 inhibitior	+	0.8060	80.60%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9762	97.62%
P-glycoprotein inhibitior	+	0.7948	79.48%
P-glycoprotein substrate	+	0.5601	56.01%
CYP3A4 substrate	+	0.7117	71.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9069	90.69%
CYP3A4 inhibition	-	0.6198	61.98%
CYP2C9 inhibition	-	0.7772	77.72%
CYP2C19 inhibition	-	0.7396	73.96%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.7051	70.51%
CYP2C8 inhibition	+	0.6247	62.47%
CYP inhibitory promiscuity	-	0.5950	59.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6870	68.70%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9402	94.02%
Skin irritation	-	0.5873	58.73%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8722	87.22%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6127	61.27%
skin sensitisation	-	0.7990	79.90%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5664	56.64%
Acute Oral Toxicity (c)	III	0.6595	65.95%
Estrogen receptor binding	+	0.7727	77.27%
Androgen receptor binding	+	0.7055	70.55%
Thyroid receptor binding	+	0.5702	57.02%
Glucocorticoid receptor binding	+	0.7992	79.92%
Aromatase binding	+	0.7420	74.20%
PPAR gamma	+	0.6800	68.00%
Honey bee toxicity	-	0.7414	74.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.97%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.84%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.82%	90.17%
CHEMBL2581	P07339	Cathepsin D	90.07%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.75%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.67%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.58%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	85.52%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.32%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.26%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.10%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	83.92%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.61%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.14%	91.07%
CHEMBL5028	O14672	ADAM10	81.40%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.01%	96.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.56%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.46%	96.47%

Plants that contains it

• Kadsura heteroclita

Cross-Links

• PubChem: 163049952
• LOTUS: LTS0028679
• wikiData: Q105180137