[3,5-dihydroxy-2a,7a-dimethyl-2-(2-methylbut-2-enoyloxy)-5-propan-2-yl-2,3,4,5a,6,7-hexahydro-1aH-azuleno[6,7-b]oxiren-6-yl] 2-methylbut-2-enoate

Details

• Internal ID: 52e1d7b3-b09c-4b98-a69f-45c04a4d09b3
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [3,5-dihydroxy-2a,7a-dimethyl-2-(2-methylbut-2-enoyloxy)-5-propan-2-yl-2,3,4,5a,6,7-hexahydro-1aH-azuleno[6,7-b]oxiren-6-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2(C(O2)C(C3(C1C(CC3O)(C(C)C)O)C)OC(=O)C(=CC)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC2(C(O2)C(C3(C1C(CC3O)(C(C)C)O)C)OC(=O)C(=CC)C)C
• InChI: InChI=1S/C25H38O7/c1-9-14(5)21(27)30-16-11-23(7)19(32-23)20(31-22(28)15(6)10-2)24(8)17(26)12-25(29,13(3)4)18(16)24/h9-10,13,16-20,26,29H,11-12H2,1-8H3
• InChI Key: UOXMDDHNODVBCV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₇
• Molecular Weight: 450.60 g/mol
• Exact Mass: 450.26175355 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9471	94.71%
Caco-2	-	0.5916	59.16%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4639	46.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6848	68.48%
P-glycoprotein inhibitior	+	0.6555	65.55%
P-glycoprotein substrate	-	0.6836	68.36%
CYP3A4 substrate	+	0.6361	63.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	-	0.6852	68.52%
CYP2C9 inhibition	-	0.7050	70.50%
CYP2C19 inhibition	-	0.7596	75.96%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.7068	70.68%
CYP2C8 inhibition	-	0.8362	83.62%
CYP inhibitory promiscuity	-	0.9231	92.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9364	93.64%
Skin irritation	-	0.5873	58.73%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	+	0.5521	55.21%
Human Ether-a-go-go-Related Gene inhibition	-	0.3894	38.94%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7302	73.02%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.8239	82.39%
Acute Oral Toxicity (c)	I	0.3344	33.44%
Estrogen receptor binding	+	0.8083	80.83%
Androgen receptor binding	+	0.6211	62.11%
Thyroid receptor binding	+	0.5923	59.23%
Glucocorticoid receptor binding	+	0.7044	70.44%
Aromatase binding	+	0.5845	58.45%
PPAR gamma	+	0.6501	65.01%
Honey bee toxicity	-	0.6049	60.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9556	95.56%

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	96.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.58%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.18%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	89.70%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.06%	91.07%
CHEMBL2581	P07339	Cathepsin D	85.90%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	85.11%	83.82%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.94%	97.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.36%	91.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.81%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.74%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.48%	97.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.25%	98.75%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.78%	82.50%
CHEMBL4302	P08183	P-glycoprotein 1	82.70%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.45%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.72%	85.31%
CHEMBL1937	Q92769	Histone deacetylase 2	80.91%	94.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.57%	95.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.45%	97.28%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.40%	97.25%

Plants that contains it

• Angelica keiskei

Cross-Links

• PubChem: 162992679
• LOTUS: LTS0195628
• wikiData: Q105276618