[8-hydroxy-5,8a-dimethyl-3-methylidene-4-(2-methylprop-2-enoyloxy)-2-oxo-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-6-yl] 2-methylpropanoate

Details

• Internal ID: c75f6b34-bce2-4b2a-9d23-40ca143e5dd8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [8-hydroxy-5,8a-dimethyl-3-methylidene-4-(2-methylprop-2-enoyloxy)-2-oxo-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-6-yl] 2-methylpropanoate
• InChI: InChI=1S/C23H30O7/c1-10(2)20(25)28-14-8-16(24)23(7)9-15-17(13(6)22(27)29-15)19(18(23)12(14)5)30-21(26)11(3)4/h10,14-17,19,24H,3,6,8-9H2,1-2,4-5,7H3
• InChI Key: FVIZASDCZCGXLZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₇
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.19915329 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	-	0.5831	58.31%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7248	72.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	-	0.2453	24.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8063	80.63%
P-glycoprotein inhibitior	-	0.4506	45.06%
P-glycoprotein substrate	-	0.5757	57.57%
CYP3A4 substrate	+	0.6769	67.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	+	0.5979	59.79%
CYP2C9 inhibition	-	0.7490	74.90%
CYP2C19 inhibition	-	0.8734	87.34%
CYP2D6 inhibition	-	0.9594	95.94%
CYP1A2 inhibition	-	0.7829	78.29%
CYP2C8 inhibition	+	0.4460	44.60%
CYP inhibitory promiscuity	-	0.8871	88.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4997	49.97%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.8392	83.92%
Skin irritation	-	0.5359	53.59%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5582	55.82%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6928	69.28%
skin sensitisation	-	0.6872	68.72%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8277	82.77%
Acute Oral Toxicity (c)	I	0.4154	41.54%
Estrogen receptor binding	+	0.6815	68.15%
Androgen receptor binding	+	0.6468	64.68%
Thyroid receptor binding	+	0.5494	54.94%
Glucocorticoid receptor binding	+	0.7041	70.41%
Aromatase binding	-	0.5175	51.75%
PPAR gamma	+	0.5765	57.65%
Honey bee toxicity	+	0.5568	55.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	95.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.84%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.40%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.93%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	92.80%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.34%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.51%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.33%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.32%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.37%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.17%	96.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.65%	95.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.64%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.49%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.86%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.49%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.98%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	81.54%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.11%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.72%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	80.70%	97.79%

Plants that contains it

• Wedelia hookeriana

Cross-Links

• PubChem: 162945506
• LOTUS: LTS0233692
• wikiData: Q105002470