ethyl 3-[(1S,4R,5R,7S,8S,9R,12S,13R)-7-acetyloxy-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]tetradecanyl]propanoate

Details

• Internal ID: 0ae0bd96-d4db-4d8e-b30e-36bf46106ddb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: ethyl 3-[(1S,4R,5R,7S,8S,9R,12S,13R)-7-acetyloxy-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]tetradecanyl]propanoate
• SMILES (Canonical): CCOC(=O)CCC12CC13CCC4(C(CC(C4(C3CCC2C(=C)C)C)OC(=O)C)C(C)C5CC=C(C(=O)O5)C)C
• SMILES (Isomeric): CCOC(=O)CC[C@]12C[C@]13CC[C@@]4([C@H](C[C@@H]([C@]4([C@@H]3CC[C@H]2C(=C)C)C)OC(=O)C)[C@H](C)[C@H]5CC=C(C(=O)O5)C)C
• InChI: InChI=1S/C34H50O6/c1-9-38-29(36)14-15-33-19-34(33)17-16-31(7)25(22(5)26-12-10-21(4)30(37)40-26)18-28(39-23(6)35)32(31,8)27(34)13-11-24(33)20(2)3/h10,22,24-28H,2,9,11-19H2,1,3-8H3/t22-,24-,25+,26+,27-,28-,31+,32+,33+,34-/m0/s1
• InChI Key: VGXOJJODXAUCBY-LVQDHFJSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₀O₆
• Molecular Weight: 554.80 g/mol
• Exact Mass: 554.36073931 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 8.20
• Atomic LogP (AlogP): 6.96
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

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	-	0.7451	74.51%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6811	68.11%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.7949	79.49%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9831	98.31%
P-glycoprotein inhibitior	+	0.8011	80.11%
P-glycoprotein substrate	+	0.6273	62.73%
CYP3A4 substrate	+	0.7225	72.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
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	+	0.6857	68.57%
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	-	0.9110	91.10%
Skin irritation	-	0.5873	58.73%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.5844	58.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.6955	69.55%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7990	79.90%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6164	61.64%
Acute Oral Toxicity (c)	III	0.6595	65.95%
Estrogen receptor binding	+	0.8093	80.93%
Androgen receptor binding	+	0.7180	71.80%
Thyroid receptor binding	-	0.5219	52.19%
Glucocorticoid receptor binding	+	0.8414	84.14%
Aromatase binding	+	0.7896	78.96%
PPAR gamma	+	0.7126	71.26%
Honey bee toxicity	-	0.6842	68.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.02%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.52%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.93%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.77%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.06%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.98%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	87.87%	94.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.79%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.34%	96.77%
CHEMBL2581	P07339	Cathepsin D	87.21%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.79%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.48%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.90%	97.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.50%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.39%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.33%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.19%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.99%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.82%	95.50%

Plants that contains it

• Kadsura heteroclita

Cross-Links

• PubChem: 163064452
• LOTUS: LTS0013946
• wikiData: Q105286199