[(1S,3S,8S,9Z,10aS)-3-hydroxy-1,9,10a-trimethyl-7-oxo-1,2,3,5,6,8-hexahydrobenzo[8]annulen-8-yl] acetate

Details

• Internal ID: 57226f12-48d2-46d4-a308-4b14e73f2a95
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,3S,8S,9Z,10aS)-3-hydroxy-1,9,10a-trimethyl-7-oxo-1,2,3,5,6,8-hexahydrobenzo[8]annulen-8-yl] acetate
• InChI: InChI=1S/C17H24O4/c1-10-9-17(4)11(2)7-14(19)8-13(17)5-6-15(20)16(10)21-12(3)18/h8-9,11,14,16,19H,5-7H2,1-4H3/b10-9-/t11-,14-,16-,17+/m0/s1
• InChI Key: WWORHCJQQVZJAT-ZKROEHDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.6767	67.67%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8118	81.18%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8628	86.28%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	-	0.7330	73.30%
P-glycoprotein inhibitior	-	0.7966	79.66%
P-glycoprotein substrate	-	0.7301	73.01%
CYP3A4 substrate	+	0.6484	64.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.9053	90.53%
CYP2C19 inhibition	-	0.8969	89.69%
CYP2D6 inhibition	-	0.9012	90.12%
CYP1A2 inhibition	-	0.6621	66.21%
CYP2C8 inhibition	-	0.7558	75.58%
CYP inhibitory promiscuity	-	0.9727	97.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.6368	63.68%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9641	96.41%
Skin irritation	+	0.7307	73.07%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6432	64.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.4426	44.26%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6626	66.26%
skin sensitisation	-	0.6681	66.81%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5893	58.93%
Estrogen receptor binding	-	0.5447	54.47%
Androgen receptor binding	-	0.5580	55.80%
Thyroid receptor binding	-	0.5474	54.74%
Glucocorticoid receptor binding	+	0.6890	68.90%
Aromatase binding	-	0.6122	61.22%
PPAR gamma	-	0.5479	54.79%
Honey bee toxicity	-	0.7797	77.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9749	97.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.92%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.84%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.19%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.50%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.74%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.54%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.27%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.32%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.54%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.04%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23425465
• LOTUS: LTS0041557
• wikiData: Q105314193