Kanshone A

Details

• Internal ID: d30f55b2-9d0b-4afa-a3d9-c9190ef54098
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R,4aR,5R)-4-(2-hydroxypropan-2-yl)-4a,5-dimethyl-4,5,6,7-tetrahydronaphthalen-1-one
• SMILES (Canonical): CC1CCC=C2C1(C(C=CC2=O)C(C)(C)O)C
• SMILES (Isomeric): C[C@@H]1CCC=C2[C@]1([C@@H](C=CC2=O)C(C)(C)O)C
• InChI: InChI=1S/C15H22O2/c1-10-6-5-7-11-12(16)8-9-13(14(2,3)17)15(10,11)4/h7-10,13,17H,5-6H2,1-4H3/t10-,13+,15+/m1/s1
• InChI Key: CSSWGHXLDCLRSF-DGFSRKRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 115356-18-8
• (4R,4aR,5R)-4-(2-hydroxypropan-2-yl)-4a,5-dimethyl-4,5,6,7-tetrahydronaphthalen-1-one
• (4R,4AR,5R)-4-(2-hydroxypropan-2-yl)-4a,5-dimethyl-4a,5,6,7-tetrahydronaphthalen-1(4H)-one
• (?)-Kanshone A
• HY-N8979
• AKOS040761940
• CS-0149462
• E88974

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8257	82.57%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6280	62.80%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9378	93.78%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9608	96.08%
P-glycoprotein inhibitior	-	0.9334	93.34%
P-glycoprotein substrate	-	0.8433	84.33%
CYP3A4 substrate	+	0.5421	54.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9024	90.24%
CYP3A4 inhibition	-	0.8543	85.43%
CYP2C9 inhibition	-	0.8025	80.25%
CYP2C19 inhibition	-	0.6630	66.30%
CYP2D6 inhibition	-	0.8381	83.81%
CYP1A2 inhibition	-	0.6578	65.78%
CYP2C8 inhibition	-	0.8684	86.84%
CYP inhibitory promiscuity	-	0.7061	70.61%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5259	52.59%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9575	95.75%
Skin irritation	+	0.6312	63.12%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5216	52.16%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5950	59.50%
skin sensitisation	+	0.7638	76.38%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4879	48.79%
Acute Oral Toxicity (c)	III	0.8363	83.63%
Estrogen receptor binding	-	0.5795	57.95%
Androgen receptor binding	-	0.7032	70.32%
Thyroid receptor binding	-	0.5960	59.60%
Glucocorticoid receptor binding	-	0.8348	83.48%
Aromatase binding	-	0.7721	77.21%
PPAR gamma	-	0.8285	82.85%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	97.07%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.03%	96.77%
CHEMBL1871	P10275	Androgen Receptor	87.51%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.92%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.86%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.15%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.15%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.10%	95.56%
CHEMBL4072	P07858	Cathepsin B	83.47%	93.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.24%	92.94%

Plants that contains it

• Humulus scandens
• Kopsia flavida
• Nardostachys jatamansi
• Ribes sanguineum
• Stachys chinensis

Cross-Links

• PubChem: 10466564
• NPASS: NPC52836
• LOTUS: LTS0031482
• wikiData: Q104969545