(3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-6-yl) 2-methylprop-2-enoate

Details

• Internal ID: 662f2f17-16fa-4f78-afdd-5a335ff9c599
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-6-yl) 2-methylprop-2-enoate
• SMILES (Canonical): CC1C(CCC2C1(CC3=C(C2)OC=C3C)C)OC(=O)C(=C)C
• SMILES (Isomeric): CC1C(CCC2C1(CC3=C(C2)OC=C3C)C)OC(=O)C(=C)C
• InChI: InChI=1S/C19H26O3/c1-11(2)18(20)22-16-7-6-14-8-17-15(12(3)10-21-17)9-19(14,5)13(16)4/h10,13-14,16H,1,6-9H2,2-5H3
• InChI Key: KHFRNMOTAQPJPG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₃
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.18819469 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8678	86.78%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6316	63.16%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.8234	82.34%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7488	74.88%
P-glycoprotein inhibitior	-	0.6498	64.98%
P-glycoprotein substrate	-	0.7388	73.88%
CYP3A4 substrate	+	0.6653	66.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	+	0.6222	62.22%
CYP2C9 inhibition	-	0.7592	75.92%
CYP2C19 inhibition	+	0.8313	83.13%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	+	0.7069	70.69%
CYP2C8 inhibition	-	0.5965	59.65%
CYP inhibitory promiscuity	-	0.5128	51.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5481	54.81%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.6210	62.10%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7717	77.17%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6409	64.09%
skin sensitisation	-	0.6934	69.34%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5636	56.36%
Acute Oral Toxicity (c)	III	0.5697	56.97%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5263	52.63%
Thyroid receptor binding	+	0.5921	59.21%
Glucocorticoid receptor binding	+	0.6303	63.03%
Aromatase binding	+	0.5436	54.36%
PPAR gamma	+	0.7132	71.32%
Honey bee toxicity	-	0.7622	76.22%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	97.75%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.40%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.13%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.55%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.45%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.31%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.20%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.73%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.23%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.14%	99.23%

Plants that contains it

• Othonna macrophylla

Cross-Links

• PubChem: 74334033
• LOTUS: LTS0010723
• wikiData: Q105141129