Sugeonyl acetate

Details

• Internal ID: 0504883e-cdb6-4a60-b707-b8595ebab2e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,6S,7S,10R)-4,10,11,11-tetramethyl-3-oxo-6-tricyclo[5.3.1.01,5]undec-4-enyl] acetate
• SMILES (Canonical): CC1CCC2C(C3=C(C(=O)CC13C2(C)C)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@@H](C3=C(C(=O)C[C@]13C2(C)C)C)OC(=O)C
• InChI: InChI=1S/C17H24O3/c1-9-6-7-12-15(20-11(3)18)14-10(2)13(19)8-17(9,14)16(12,4)5/h9,12,15H,6-8H2,1-5H3/t9-,12-,15+,17+/m1/s1
• InChI Key: FHGRIGPOCXOGPU-BSMYWONQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 8S-acetoxy-1,4R,9,9-tetramethyl-3,4,5,6,7,8-hexahydro-3a(R),7-methanoazulen-2-one
• LMPR0103450004

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7747	77.47%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8174	81.74%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9175	91.75%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	+	0.6800	68.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8147	81.47%
P-glycoprotein inhibitior	-	0.7491	74.91%
P-glycoprotein substrate	-	0.8375	83.75%
CYP3A4 substrate	+	0.6496	64.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.8920	89.20%
CYP2C9 inhibition	-	0.7413	74.13%
CYP2C19 inhibition	-	0.6433	64.33%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.8526	85.26%
CYP2C8 inhibition	-	0.8729	87.29%
CYP inhibitory promiscuity	-	0.8951	89.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5112	51.12%
Eye corrosion	-	0.9865	98.65%
Eye irritation	+	0.5507	55.07%
Skin irritation	+	0.5954	59.54%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5479	54.79%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	+	0.5338	53.38%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7982	79.82%
Acute Oral Toxicity (c)	III	0.7330	73.30%
Estrogen receptor binding	-	0.5550	55.50%
Androgen receptor binding	+	0.5353	53.53%
Thyroid receptor binding	-	0.5774	57.74%
Glucocorticoid receptor binding	-	0.7066	70.66%
Aromatase binding	-	0.7535	75.35%
PPAR gamma	-	0.5746	57.46%
Honey bee toxicity	-	0.7654	76.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9975	99.75%

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	94.58%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.25%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.43%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.86%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	85.30%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.36%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.92%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.33%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.24%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.22%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.29%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.04%	95.89%

Plants that contains it

• Cyperus rotundus

Cross-Links

• PubChem: 52929817
• LOTUS: LTS0060512
• wikiData: Q104383531