(1S,5S,8R,9S,11S)-1-acetyl-5,9-dimethyl-11-(2-methylprop-1-enyl)-2-oxatricyclo[6.3.1.04,12]dodec-4(12)-en-3-one

Details

• Internal ID: 348d5869-223e-4a51-9f3d-db6cf0cf0313
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,5S,8R,9S,11S)-1-acetyl-5,9-dimethyl-11-(2-methylprop-1-enyl)-2-oxatricyclo[6.3.1.04,12]dodec-4(12)-en-3-one
• InChI: InChI=1S/C19H26O3/c1-10(2)8-14-9-12(4)15-7-6-11(3)16-17(15)19(14,13(5)20)22-18(16)21/h8,11-12,14-15H,6-7,9H2,1-5H3/t11-,12-,14+,15+,19-/m0/s1
• InChI Key: PXCHWVYLOMSEFM-MMPWYHCPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₃
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.18819469 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 3
• 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	+	0.9966	99.66%
Caco-2	+	0.8268	82.68%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7564	75.64%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5421	54.21%
P-glycoprotein inhibitior	-	0.7428	74.28%
P-glycoprotein substrate	-	0.7670	76.70%
CYP3A4 substrate	+	0.5866	58.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9001	90.01%
CYP3A4 inhibition	-	0.7883	78.83%
CYP2C9 inhibition	-	0.8255	82.55%
CYP2C19 inhibition	-	0.6616	66.16%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	+	0.5561	55.61%
CYP2C8 inhibition	-	0.6615	66.15%
CYP inhibitory promiscuity	-	0.7163	71.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5052	50.52%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9046	90.46%
Skin irritation	+	0.4939	49.39%
Skin corrosion	-	0.9014	90.14%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4654	46.54%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.5847	58.47%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7012	70.12%
Acute Oral Toxicity (c)	III	0.6732	67.32%
Estrogen receptor binding	+	0.6439	64.39%
Androgen receptor binding	+	0.6632	66.32%
Thyroid receptor binding	-	0.4904	49.04%
Glucocorticoid receptor binding	+	0.7805	78.05%
Aromatase binding	-	0.6151	61.51%
PPAR gamma	-	0.5352	53.52%
Honey bee toxicity	-	0.7452	74.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
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	94.86%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.13%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.91%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	87.65%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.42%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.63%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21597359
• LOTUS: LTS0159748
• wikiData: Q105216100