Indicanone

Details

• Internal ID: 13831865-4052-486c-a81a-eea2760cd112
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5R)-8-(hydroxymethyl)-3-methyl-5-prop-1-en-2-yl-4,5,6,7-tetrahydro-1H-azulen-2-one
• SMILES (Canonical): CC1=C2CC(CCC(=C2CC1=O)CO)C(=C)C
• SMILES (Isomeric): CC1=C2C[C@@H](CCC(=C2CC1=O)CO)C(=C)C
• InChI: InChI=1S/C15H20O2/c1-9(2)11-4-5-12(8-16)14-7-15(17)10(3)13(14)6-11/h11,16H,1,4-8H2,2-3H3/t11-/m1/s1
• InChI Key: BIWBNAFBKLFTGT-LLVKDONJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (+)-Indicanone
• (5R)-8-(hydroxymethyl)-3-methyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydroazulen-2(1H)-one
• CHEBI:66072
• Q27134584

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7509	75.09%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6514	65.14%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5348	53.48%
BSEP inhibitior	-	0.7265	72.65%
P-glycoprotein inhibitior	-	0.8971	89.71%
P-glycoprotein substrate	-	0.7987	79.87%
CYP3A4 substrate	-	0.5283	52.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.8949	89.49%
CYP2C9 inhibition	-	0.8392	83.92%
CYP2C19 inhibition	-	0.7532	75.32%
CYP2D6 inhibition	-	0.8722	87.22%
CYP1A2 inhibition	-	0.6034	60.34%
CYP2C8 inhibition	-	0.8822	88.22%
CYP inhibitory promiscuity	-	0.8746	87.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6830	68.30%
Eye corrosion	-	0.9632	96.32%
Eye irritation	+	0.9018	90.18%
Skin irritation	-	0.6636	66.36%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.5708	57.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.5076	50.76%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5368	53.68%
skin sensitisation	-	0.5937	59.37%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6342	63.42%
Acute Oral Toxicity (c)	III	0.6829	68.29%
Estrogen receptor binding	-	0.6726	67.26%
Androgen receptor binding	-	0.6470	64.70%
Thyroid receptor binding	-	0.6626	66.26%
Glucocorticoid receptor binding	+	0.5550	55.50%
Aromatase binding	-	0.7300	73.00%
PPAR gamma	-	0.6444	64.44%
Honey bee toxicity	-	0.9251	92.51%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9423	94.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.19%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	86.58%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.53%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.53%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.79%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.10%	93.00%

Plants that contains it

• Wikstroemia indica

Cross-Links

• PubChem: 60153192
• LOTUS: LTS0075368
• wikiData: Q27134584