[(4aR,5R,6S,7S,8aS)-6-acetyloxy-3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-7-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 47fa6bc7-d593-4661-ab2c-51bd9b2d2c51
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4aR,5R,6S,7S,8aS)-6-acetyloxy-3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-7-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C22H30O5/c1-7-12(2)21(24)27-19-9-16-8-18-17(13(3)11-25-18)10-22(16,6)14(4)20(19)26-15(5)23/h7,11,14,16,19-20H,8-10H2,1-6H3/b12-7-/t14-,16+,19-,20-,22-/m0/s1
• InChI Key: QGJOZBRXAVBQQO-NBOCGJDNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.20932405 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.7893	78.93%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6971	69.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8587	85.87%
OATP1B3 inhibitior	+	0.8808	88.08%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8003	80.03%
P-glycoprotein inhibitior	+	0.7980	79.80%
P-glycoprotein substrate	-	0.7396	73.96%
CYP3A4 substrate	+	0.6727	67.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	+	0.6536	65.36%
CYP2C9 inhibition	-	0.7802	78.02%
CYP2C19 inhibition	-	0.6290	62.90%
CYP2D6 inhibition	-	0.9171	91.71%
CYP1A2 inhibition	+	0.5193	51.93%
CYP2C8 inhibition	-	0.6365	63.65%
CYP inhibitory promiscuity	+	0.5813	58.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4733	47.33%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.6604	66.04%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8892	88.92%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7013	70.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6282	62.82%
Acute Oral Toxicity (c)	III	0.4921	49.21%
Estrogen receptor binding	+	0.7854	78.54%
Androgen receptor binding	+	0.6055	60.55%
Thyroid receptor binding	+	0.5844	58.44%
Glucocorticoid receptor binding	+	0.6606	66.06%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7289	72.89%
Honey bee toxicity	-	0.6566	65.66%
Biodegradation	-	0.8000	80.00%
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	96.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.64%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.41%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.33%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.58%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.23%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.87%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.12%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.52%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.89%	99.23%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.64%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162910557
• LOTUS: LTS0162737
• wikiData: Q105220151