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

Details

• Internal ID: 03a91693-8d66-4331-b261-3210b37e0abf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (6-acetyloxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl) 3-methylpent-2-enoate
• InChI: InChI=1S/C23H30O6/c1-7-12(2)10-18(25)29-22-19-13(3)11-27-21(19)20(26)16-8-9-17(28-15(5)24)14(4)23(16,22)6/h10-11,14,16-17,22H,7-9H2,1-6H3
• InChI Key: AEHXVYOSNIAJOA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₆
• Molecular Weight: 402.50 g/mol
• Exact Mass: 402.20423867 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.71
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6600	66.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6456	64.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8786	87.86%
OATP1B3 inhibitior	+	0.8592	85.92%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8152	81.52%
P-glycoprotein inhibitior	+	0.8135	81.35%
P-glycoprotein substrate	-	0.6126	61.26%
CYP3A4 substrate	+	0.6725	67.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	+	0.5499	54.99%
CYP2C9 inhibition	-	0.6489	64.89%
CYP2C19 inhibition	-	0.5219	52.19%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	+	0.5615	56.15%
CYP2C8 inhibition	+	0.4720	47.20%
CYP inhibitory promiscuity	+	0.7184	71.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5138	51.38%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9188	91.88%
Skin irritation	-	0.6194	61.94%
Skin corrosion	-	0.9009	90.09%
Ames mutagenesis	-	0.5988	59.88%
Human Ether-a-go-go-Related Gene inhibition	-	0.3675	36.75%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7520	75.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7862	78.62%
Acute Oral Toxicity (c)	III	0.4727	47.27%
Estrogen receptor binding	+	0.8823	88.23%
Androgen receptor binding	+	0.6903	69.03%
Thyroid receptor binding	+	0.5618	56.18%
Glucocorticoid receptor binding	+	0.8005	80.05%
Aromatase binding	+	0.5982	59.82%
PPAR gamma	+	0.7182	71.82%
Honey bee toxicity	-	0.7717	77.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	97.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.13%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.21%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.77%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.56%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.50%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.35%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.39%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.09%	90.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.43%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	84.05%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.54%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.41%	92.94%

Plants that contains it

• Telanthophora grandifolia

Cross-Links

• PubChem: 163048853
• LOTUS: LTS0208414
• wikiData: Q104910081