Incarvilone A

Details

• Internal ID: aa279378-a667-40dd-be28-29e5c7a6d5ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4aR,5S)-3-[(2S)-1-hydroxypropan-2-yl]-4a,5-dimethyl-4,5,6,7-tetrahydronaphthalen-1-one
• InChI: InChI=1S/C15H22O2/c1-10(9-16)12-7-14(17)13-6-4-5-11(2)15(13,3)8-12/h6-7,10-11,16H,4-5,8-9H2,1-3H3/t10-,11+,15-/m1/s1
• InChI Key: OVQMVJMSOVOWOD-JRPNMDOOSA-N
• Popularity: 2 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: 2.60
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL2062970

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8518	85.18%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6698	66.98%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9039	90.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6186	61.86%
BSEP inhibitior	-	0.6613	66.13%
P-glycoprotein inhibitior	-	0.9506	95.06%
P-glycoprotein substrate	-	0.8143	81.43%
CYP3A4 substrate	+	0.5116	51.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8886	88.86%
CYP3A4 inhibition	-	0.7848	78.48%
CYP2C9 inhibition	-	0.6567	65.67%
CYP2C19 inhibition	-	0.5680	56.80%
CYP2D6 inhibition	-	0.8648	86.48%
CYP1A2 inhibition	-	0.5767	57.67%
CYP2C8 inhibition	-	0.8739	87.39%
CYP inhibitory promiscuity	-	0.6964	69.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5975	59.75%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9694	96.94%
Skin irritation	-	0.5659	56.59%
Skin corrosion	-	0.9747	97.47%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4504	45.04%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7700	77.00%
skin sensitisation	-	0.6537	65.37%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5906	59.06%
Acute Oral Toxicity (c)	III	0.8156	81.56%
Estrogen receptor binding	-	0.8686	86.86%
Androgen receptor binding	-	0.6351	63.51%
Thyroid receptor binding	+	0.5163	51.63%
Glucocorticoid receptor binding	-	0.7251	72.51%
Aromatase binding	-	0.7443	74.43%
PPAR gamma	-	0.8367	83.67%
Honey bee toxicity	-	0.9546	95.46%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9872	98.72%

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	96.36%	97.25%
CHEMBL4072	P07858	Cathepsin B	95.82%	93.67%
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.02%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.10%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.51%	95.56%
CHEMBL1871	P10275	Androgen Receptor	83.16%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.47%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.90%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	80.18%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.11%	96.77%

Plants that contains it

• Incarvillea diffusa

Cross-Links

• PubChem: 70686503
• LOTUS: LTS0126098
• wikiData: Q105200918