Canusesnol A

Details

• Internal ID: 33120e2e-d612-480d-aecf-b8c36d8ed9fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (4aS,7S)-7-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6,8-dihydro-5H-naphthalen-2-one
• SMILES (Canonical): CC1=C2CC(CCC2(C=CC1=O)C)(C(C)(C)O)O
• SMILES (Isomeric): CC1=C2C[C@@](CC[C@]2(C=CC1=O)C)(C(C)(C)O)O
• InChI: InChI=1S/C15H22O3/c1-10-11-9-15(18,13(2,3)17)8-7-14(11,4)6-5-12(10)16/h5-6,17-18H,7-9H2,1-4H3/t14-,15+/m1/s1
• InChI Key: GTXZXLMTNCLDCE-CABCVRRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 816456-90-3
• (4aS,7S)-7-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6,8-dihydro-5H-naphthalen-2-one
• AKOS032961766
• (4AS,7S)-7-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-5,6,7,8-tetrahydronaphthalen-2(4aH)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8302	83.02%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8532	85.32%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9232	92.32%
OATP1B3 inhibitior	+	0.9776	97.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.6848	68.48%
P-glycoprotein inhibitior	-	0.9665	96.65%
P-glycoprotein substrate	-	0.9066	90.66%
CYP3A4 substrate	+	0.5804	58.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.8326	83.26%
CYP2C9 inhibition	-	0.8583	85.83%
CYP2C19 inhibition	-	0.7647	76.47%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	-	0.9002	90.02%
CYP2C8 inhibition	-	0.9302	93.02%
CYP inhibitory promiscuity	-	0.9141	91.41%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5980	59.80%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.5578	55.78%
Skin irritation	+	0.5653	56.53%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6600	66.00%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5816	58.16%
skin sensitisation	-	0.5479	54.79%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6208	62.08%
Acute Oral Toxicity (c)	III	0.6663	66.63%
Estrogen receptor binding	-	0.6407	64.07%
Androgen receptor binding	-	0.5915	59.15%
Thyroid receptor binding	-	0.5776	57.76%
Glucocorticoid receptor binding	+	0.6267	62.67%
Aromatase binding	-	0.6399	63.99%
PPAR gamma	-	0.6675	66.75%
Honey bee toxicity	-	0.9654	96.54%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9907	99.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.30%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.14%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	88.60%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.00%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.54%	97.25%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.50%	90.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.52%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.48%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.48%	86.33%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 11161037
• NPASS: NPC184370
• LOTUS: LTS0019545
• wikiData: Q105019634