Canusesnol B

Details

• Internal ID: 327fd3f6-6d28-4d35-b526-c1afed1beada
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R,4aS,6R,8aR)-4,4a-dihydroxy-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-5,6,7,8-tetrahydronaphthalen-1-one
• SMILES (Canonical): CC12CCC(CC1(C(C=CC2=O)(C)O)O)C(C)(C)O
• SMILES (Isomeric): C[C@@]12CC[C@H](C[C@]1([C@](C=CC2=O)(C)O)O)C(C)(C)O
• InChI: InChI=1S/C15H24O4/c1-12(2,17)10-5-7-13(3)11(16)6-8-14(4,18)15(13,19)9-10/h6,8,10,17-19H,5,7,9H2,1-4H3/t10-,13+,14-,15+/m1/s1
• InChI Key: MDAKMXLLYBUBPC-KAOXEZKKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.7086	70.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.8483	84.83%
OATP1B1 inhibitior	+	0.9439	94.39%
OATP1B3 inhibitior	+	0.9198	91.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.5932	59.32%
P-glycoprotein inhibitior	-	0.9604	96.04%
P-glycoprotein substrate	-	0.8374	83.74%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	-	0.8885	88.85%
CYP2C19 inhibition	-	0.7832	78.32%
CYP2D6 inhibition	-	0.9669	96.69%
CYP1A2 inhibition	-	0.6873	68.73%
CYP2C8 inhibition	-	0.9212	92.12%
CYP inhibitory promiscuity	-	0.9770	97.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6469	64.69%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8315	83.15%
Skin irritation	+	0.5972	59.72%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.8040	80.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.7616	76.16%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5391	53.91%
skin sensitisation	-	0.6535	65.35%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6436	64.36%
Acute Oral Toxicity (c)	III	0.4688	46.88%
Estrogen receptor binding	+	0.6232	62.32%
Androgen receptor binding	-	0.4857	48.57%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4863	48.63%
Aromatase binding	+	0.5341	53.41%
PPAR gamma	-	0.7156	71.56%
Honey bee toxicity	-	0.9254	92.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.25%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.42%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.49%	94.75%
CHEMBL1871	P10275	Androgen Receptor	91.34%	96.43%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.96%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.30%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.54%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.70%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.28%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.98%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.46%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.29%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.74%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.26%	99.23%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 11277186
• NPASS: NPC291741
• LOTUS: LTS0260084
• wikiData: Q105161561