[15-(1-Acetyloxy-2-methoxy-2-oxoethyl)-9-(furan-3-yl)-1-hydroxy-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] 2-methylbut-2-enoate

Details

• Internal ID: 593d64fd-ebdd-4b10-b7be-1ad1d56af949
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [15-(1-acetyloxy-2-methoxy-2-oxoethyl)-9-(furan-3-yl)-1-hydroxy-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C2(C3CCC4(C(C35C(C1(C2=O)O)O5)CC(=O)OC4C6=COC=C6)C)C)C(C(=O)OC)OC(=O)C)(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C2(C3CCC4(C(C35C(C1(C2=O)O)O5)CC(=O)OC4C6=COC=C6)C)C)C(C(=O)OC)OC(=O)C)(C)C
• InChI: InChI=1S/C34H42O12/c1-9-16(2)25(37)45-28-30(4,5)23(22(26(38)41-8)43-17(3)35)32(7)19-10-12-31(6)20(34(19)29(46-34)33(28,40)27(32)39)14-21(36)44-24(31)18-11-13-42-15-18/h9,11,13,15,19-20,22-24,28-29,40H,10,12,14H2,1-8H3
• InChI Key: CYIZQHWSHNNMLB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₂O₁₂
• Molecular Weight: 642.70 g/mol
• Exact Mass: 642.26762677 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	-	0.8053	80.53%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7700	77.00%
OATP2B1 inhibitior	-	0.7130	71.30%
OATP1B1 inhibitior	-	0.3526	35.26%
OATP1B3 inhibitior	+	0.8904	89.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9622	96.22%
P-glycoprotein inhibitior	+	0.8315	83.15%
P-glycoprotein substrate	+	0.6449	64.49%
CYP3A4 substrate	+	0.7363	73.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8886	88.86%
CYP3A4 inhibition	+	0.7972	79.72%
CYP2C9 inhibition	-	0.7811	78.11%
CYP2C19 inhibition	-	0.8028	80.28%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.7616	76.16%
CYP2C8 inhibition	+	0.6992	69.92%
CYP inhibitory promiscuity	-	0.8810	88.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5057	50.57%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8846	88.46%
Skin irritation	-	0.6840	68.40%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4771	47.71%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8188	81.88%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6411	64.11%
Acute Oral Toxicity (c)	I	0.4448	44.48%
Estrogen receptor binding	+	0.8006	80.06%
Androgen receptor binding	+	0.7309	73.09%
Thyroid receptor binding	+	0.6075	60.75%
Glucocorticoid receptor binding	+	0.8207	82.07%
Aromatase binding	+	0.6866	68.66%
PPAR gamma	+	0.7718	77.18%
Honey bee toxicity	-	0.6027	60.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	99.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.98%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	96.93%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.58%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	89.96%	91.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.27%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.95%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	88.15%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.16%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.61%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	86.31%	92.97%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.64%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.84%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.72%	92.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.95%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.13%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.67%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.30%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.89%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.11%	100.00%

Plants that contains it

• Swietenia mahogani

Cross-Links

• PubChem: 72783834
• LOTUS: LTS0133974
• wikiData: Q104972359