[(4aR,5R,6S,8aR)-5-[2-[(Z)-but-2-en-2-yl]oxy-2-oxoethyl]-3,4a-dimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-6-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: ec21de3e-e9f9-4cdb-9e61-e68cf1d215cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4aR,5R,6S,8aR)-5-[2-[(Z)-but-2-en-2-yl]oxy-2-oxoethyl]-3,4a-dimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-6-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C25H34O5/c1-7-15(3)24(27)30-21-10-9-18-11-22-19(16(4)14-28-22)13-25(18,6)20(21)12-23(26)29-17(5)8-2/h7-8,14,18,20-21H,9-13H2,1-6H3/b15-7-,17-8-/t18-,20+,21+,25-/m1/s1
• InChI Key: OGARMRCBNAUZBF-VTGFDZSPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₅
• Molecular Weight: 414.50 g/mol
• Exact Mass: 414.24062418 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.45
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7127	71.27%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7804	78.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.8110	81.10%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7876	78.76%
P-glycoprotein inhibitior	+	0.7849	78.49%
P-glycoprotein substrate	-	0.5978	59.78%
CYP3A4 substrate	+	0.6755	67.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	+	0.5949	59.49%
CYP2C9 inhibition	-	0.7468	74.68%
CYP2C19 inhibition	-	0.5572	55.72%
CYP2D6 inhibition	-	0.9141	91.41%
CYP1A2 inhibition	-	0.5460	54.60%
CYP2C8 inhibition	+	0.6105	61.05%
CYP inhibitory promiscuity	+	0.5684	56.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6304	63.04%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.6544	65.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.9106	91.06%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.8060	80.60%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6137	61.37%
Acute Oral Toxicity (c)	III	0.5609	56.09%
Estrogen receptor binding	+	0.8264	82.64%
Androgen receptor binding	+	0.6259	62.59%
Thyroid receptor binding	+	0.5764	57.64%
Glucocorticoid receptor binding	+	0.7734	77.34%
Aromatase binding	+	0.5409	54.09%
PPAR gamma	+	0.7401	74.01%
Honey bee toxicity	-	0.7878	78.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
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	98.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.27%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.14%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.97%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.86%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.56%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.28%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.90%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.98%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.66%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.89%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163067537
• LOTUS: LTS0103512
• wikiData: Q105191503