(7-Hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8a-yl) 2-methylbut-2-enoate

Details

• Internal ID: 99d83fd7-9bfb-4c82-8c53-3504de4335d4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (7-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8a-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC12CC(CC(C1(CC3=C(C2)OC=C3C)C)C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC12CC(CC(C1(CC3=C(C2)OC=C3C)C)C)O
• InChI: InChI=1S/C20H28O4/c1-6-12(2)18(22)24-20-8-15(21)7-14(4)19(20,5)9-16-13(3)11-23-17(16)10-20/h6,11,14-15,21H,7-10H2,1-5H3
• InChI Key: YAVCGZXBKFFNQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8153	81.53%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6346	63.46%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.8907	89.07%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6865	68.65%
P-glycoprotein inhibitior	-	0.6686	66.86%
P-glycoprotein substrate	-	0.7358	73.58%
CYP3A4 substrate	+	0.6449	64.49%
CYP2C9 substrate	-	0.8114	81.14%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.5881	58.81%
CYP2C9 inhibition	-	0.7475	74.75%
CYP2C19 inhibition	-	0.5658	56.58%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	+	0.6479	64.79%
CYP2C8 inhibition	-	0.6310	63.10%
CYP inhibitory promiscuity	-	0.6643	66.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4872	48.72%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.8929	89.29%
Skin irritation	-	0.5496	54.96%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3639	36.39%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7810	78.10%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4783	47.83%
Acute Oral Toxicity (c)	I	0.4162	41.62%
Estrogen receptor binding	+	0.7663	76.63%
Androgen receptor binding	+	0.6712	67.12%
Thyroid receptor binding	+	0.5743	57.43%
Glucocorticoid receptor binding	+	0.5973	59.73%
Aromatase binding	+	0.6042	60.42%
PPAR gamma	+	0.5566	55.66%
Honey bee toxicity	-	0.7175	71.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.79%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.68%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.08%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.24%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.25%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.25%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.18%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.15%	100.00%

Plants that contains it

• Euryops chrysanthemoides

Cross-Links

• PubChem: 162843603
• LOTUS: LTS0244265
• wikiData: Q105345604