[(4aR,5S,7R,8aS)-8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-7-yl] 2-methylprop-2-enoate

Details

• Internal ID: 1bfd5bba-fbeb-47a9-86eb-5d528f2fd69e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4aR,5S,7R,8aS)-8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-7-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C19H26O4/c1-11(2)17(20)23-14-6-13(4)18(5)8-15-12(3)10-22-16(15)9-19(18,21)7-14/h10,13-14,21H,1,6-9H2,2-5H3/t13-,14+,18+,19-/m0/s1
• InChI Key: HVWQJYIZZBVXGW-RAKLQZGLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₄
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.18310931 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.34
• 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	+	0.9959	99.59%
Caco-2	+	0.8107	81.07%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6501	65.01%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9259	92.59%
OATP1B3 inhibitior	-	0.2290	22.90%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7801	78.01%
P-glycoprotein inhibitior	-	0.7779	77.79%
P-glycoprotein substrate	-	0.7236	72.36%
CYP3A4 substrate	+	0.6553	65.53%
CYP2C9 substrate	-	0.6264	62.64%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	+	0.5229	52.29%
CYP2C9 inhibition	-	0.6674	66.74%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	+	0.6240	62.40%
CYP2C8 inhibition	-	0.6055	60.55%
CYP inhibitory promiscuity	-	0.7340	73.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5440	54.40%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8448	84.48%
Skin irritation	-	0.5790	57.90%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6663	66.63%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7620	76.20%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4527	45.27%
Acute Oral Toxicity (c)	I	0.3580	35.80%
Estrogen receptor binding	-	0.4899	48.99%
Androgen receptor binding	+	0.5924	59.24%
Thyroid receptor binding	+	0.6946	69.46%
Glucocorticoid receptor binding	+	0.6237	62.37%
Aromatase binding	-	0.4943	49.43%
PPAR gamma	+	0.6035	60.35%
Honey bee toxicity	-	0.7755	77.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	97.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.29%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.57%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.05%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.49%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.22%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.45%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	83.12%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.61%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.91%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.87%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.77%	96.95%

Plants that contains it

• Othonna daucifolia

Cross-Links

• PubChem: 162912569
• LOTUS: LTS0134712
• wikiData: Q105034473