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

Details

• Internal ID: 4d991ec4-32b1-4fbd-87f4-9f39eda325cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,3S,8S,10aS)-8-acetyloxy-1,9,10a-trimethyl-7-oxo-1,2,3,5,6,8-hexahydrobenzo[8]annulen-3-yl] acetate
• InChI: InChI=1S/C19H26O5/c1-11-10-19(5)12(2)8-16(23-13(3)20)9-15(19)6-7-17(22)18(11)24-14(4)21/h9-10,12,16,18H,6-8H2,1-5H3/t12-,16-,18-,19+/m0/s1
• InChI Key: DSAQEKCHLYCMIR-BUNMNHNBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.17802393 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

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	+	0.7682	76.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7926	79.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4825	48.25%
P-glycoprotein inhibitior	-	0.4769	47.69%
P-glycoprotein substrate	-	0.7736	77.36%
CYP3A4 substrate	+	0.6451	64.51%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	-	0.8590	85.90%
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	-	0.7964	79.64%
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	-	0.9400	94.00%
Skin irritation	+	0.5855	58.55%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5632	56.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.3963	39.63%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6733	67.33%
skin sensitisation	-	0.5933	59.33%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5407	54.07%
Acute Oral Toxicity (c)	III	0.5405	54.05%
Estrogen receptor binding	+	0.7341	73.41%
Androgen receptor binding	-	0.5950	59.50%
Thyroid receptor binding	+	0.6283	62.83%
Glucocorticoid receptor binding	+	0.7377	73.77%
Aromatase binding	-	0.6076	60.76%
PPAR gamma	+	0.5742	57.42%
Honey bee toxicity	-	0.8244	82.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.13%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.27%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.07%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.53%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.52%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.45%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.05%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162843952
• LOTUS: LTS0272623
• wikiData: Q104987746