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

Details

• Internal ID: 81ed5656-6246-48e1-ab20-cb3ee6135347
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4S,4aR,5S,7S,8aR)-7-acetyloxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl] (E)-3-methylpent-2-enoate
• InChI: InChI=1S/C23H30O6/c1-7-12(2)8-18(25)29-22-19-13(3)11-27-21(19)20(26)17-10-16(28-15(5)24)9-14(4)23(17,22)6/h8,11,14,16-17,22H,7,9-10H2,1-6H3/b12-8+/t14-,16-,17-,22+,23+/m0/s1
• InChI Key: JKBLJUFERPGEOU-UPPJQGEPSA-N
• Popularity: 2 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	+	0.9973	99.73%
Caco-2	+	0.6600	66.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6165	61.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.8102	81.02%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7944	79.44%
P-glycoprotein inhibitior	+	0.7935	79.35%
P-glycoprotein substrate	-	0.5640	56.40%
CYP3A4 substrate	+	0.6811	68.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.5832	58.32%
CYP2C9 inhibition	-	0.7111	71.11%
CYP2C19 inhibition	+	0.5300	53.00%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.5265	52.65%
CYP2C8 inhibition	+	0.5244	52.44%
CYP inhibitory promiscuity	+	0.7203	72.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5311	53.11%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.6700	67.00%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.5624	56.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7686	76.86%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.6887	68.87%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7953	79.53%
Acute Oral Toxicity (c)	III	0.4451	44.51%
Estrogen receptor binding	+	0.7675	76.75%
Androgen receptor binding	+	0.7301	73.01%
Thyroid receptor binding	+	0.5675	56.75%
Glucocorticoid receptor binding	+	0.7517	75.17%
Aromatase binding	+	0.7486	74.86%
PPAR gamma	+	0.7577	75.77%
Honey bee toxicity	-	0.7262	72.62%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	97.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.76%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.09%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.72%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.46%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.56%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.55%	94.80%
CHEMBL4040	P28482	MAP kinase ERK2	83.21%	83.82%

Plants that contains it

• Telanthophora grandifolia

Cross-Links

• PubChem: 163185398
• LOTUS: LTS0141459
• wikiData: Q105130123