[11-(Acetyloxymethyl)-10,11-dimethyl-3-oxo-4-tricyclo[5.3.1.01,5]undec-4-enyl]methyl acetate

Details

• Internal ID: 8e876874-9bf0-4e9f-baf6-9ea0387557d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [11-(acetyloxymethyl)-10,11-dimethyl-3-oxo-4-tricyclo[5.3.1.01,5]undec-4-enyl]methyl acetate
• SMILES (Canonical): CC1CCC2CC3=C(C(=O)CC13C2(C)COC(=O)C)COC(=O)C
• SMILES (Isomeric): CC1CCC2CC3=C(C(=O)CC13C2(C)COC(=O)C)COC(=O)C
• InChI: InChI=1S/C19H26O5/c1-11-5-6-14-7-16-15(9-23-12(2)20)17(22)8-19(11,16)18(14,4)10-24-13(3)21/h11,14H,5-10H2,1-4H3
• InChI Key: XGYOGKCULAUKGU-UHFFFAOYSA-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: 2.10
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 5
• 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	+	0.9914	99.14%
Caco-2	+	0.7331	73.31%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7897	78.97%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8638	86.38%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	+	0.6800	68.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4566	45.66%
P-glycoprotein inhibitior	-	0.5504	55.04%
P-glycoprotein substrate	-	0.6955	69.55%
CYP3A4 substrate	+	0.6340	63.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.9217	92.17%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	-	0.8475	84.75%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.8307	83.07%
CYP2C8 inhibition	-	0.8067	80.67%
CYP inhibitory promiscuity	-	0.9078	90.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5487	54.87%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.7158	71.58%
Skin irritation	-	0.5410	54.10%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6209	62.09%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5392	53.92%
skin sensitisation	-	0.8428	84.28%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.8510	85.10%
Acute Oral Toxicity (c)	III	0.6907	69.07%
Estrogen receptor binding	+	0.6576	65.76%
Androgen receptor binding	+	0.5666	56.66%
Thyroid receptor binding	-	0.6067	60.67%
Glucocorticoid receptor binding	+	0.6509	65.09%
Aromatase binding	+	0.5966	59.66%
PPAR gamma	+	0.5744	57.44%
Honey bee toxicity	-	0.8681	86.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9955	99.55%

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	97.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.09%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	88.42%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.85%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.73%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.86%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	84.44%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.46%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.02%	91.07%

Plants that contains it

• Moscharia pinnatifida

Cross-Links

• PubChem: 163003097
• LOTUS: LTS0168875
• wikiData: Q105327928