[(1S,8S,10aS)-1,9,10a-trimethyl-3,7-dioxo-2,5,6,8-tetrahydro-1H-benzo[8]annulen-8-yl] acetate

Details

• Internal ID: cfd1d9b7-cf8a-4fb9-b037-bd921cbe7b7a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,8S,10aS)-1,9,10a-trimethyl-3,7-dioxo-2,5,6,8-tetrahydro-1H-benzo[8]annulen-8-yl] acetate
• InChI: InChI=1S/C17H22O4/c1-10-9-17(4)11(2)7-14(19)8-13(17)5-6-15(20)16(10)21-12(3)18/h8-9,11,16H,5-7H2,1-4H3/t11-,16-,17+/m0/s1
• InChI Key: HAKXFVQZZGAKIY-MZPVMMEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7105	71.05%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7926	79.26%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	+	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7146	71.46%
P-glycoprotein inhibitior	-	0.7425	74.25%
P-glycoprotein substrate	-	0.7831	78.31%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.8551	85.51%
CYP2C9 inhibition	-	0.9145	91.45%
CYP2C19 inhibition	-	0.9021	90.21%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.8081	80.81%
CYP2C8 inhibition	-	0.7977	79.77%
CYP inhibitory promiscuity	-	0.9506	95.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5593	55.93%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9276	92.76%
Skin irritation	+	0.5855	58.55%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5743	57.43%
Human Ether-a-go-go-Related Gene inhibition	+	0.6733	67.33%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6830	68.30%
skin sensitisation	-	0.5933	59.33%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6622	66.22%
Acute Oral Toxicity (c)	III	0.5405	54.05%
Estrogen receptor binding	+	0.7276	72.76%
Androgen receptor binding	+	0.5841	58.41%
Thyroid receptor binding	-	0.5112	51.12%
Glucocorticoid receptor binding	+	0.7098	70.98%
Aromatase binding	-	0.5859	58.59%
PPAR gamma	+	0.5238	52.38%
Honey bee toxicity	-	0.8652	86.52%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9879	98.79%

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	95.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.11%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.81%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.50%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.51%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.95%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.25%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.97%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.00%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162959563
• LOTUS: LTS0106519
• wikiData: Q105024936