Alpinenone

Details

• Internal ID: ef01b67b-27fa-4074-ab11-cad7d33a1db2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,3R,6S,7R)-1-hydroxy-3,7-dimethyl-10-propan-2-yl-11-oxatricyclo[5.3.1.02,6]undec-9-en-8-one
• SMILES (Canonical): CC1CCC2C1C3(C(=CC(=O)C2(O3)C)C(C)C)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H]1[C@]3(C(=CC(=O)[C@@]2(O3)C)C(C)C)O
• InChI: InChI=1S/C15H22O3/c1-8(2)11-7-12(16)14(4)10-6-5-9(3)13(10)15(11,17)18-14/h7-10,13,17H,5-6H2,1-4H3/t9-,10+,13-,14-,15-/m1/s1
• InChI Key: CCOZSCMQQGPBEO-QFWNWRTJSA-N
• Popularity: 3 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): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL1077895

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.6114	61.14%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6527	65.27%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9399	93.99%
P-glycoprotein inhibitior	-	0.8740	87.40%
P-glycoprotein substrate	-	0.8481	84.81%
CYP3A4 substrate	+	0.5968	59.68%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.8167	81.67%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.7485	74.85%
CYP2D6 inhibition	-	0.8580	85.80%
CYP1A2 inhibition	+	0.6753	67.53%
CYP2C8 inhibition	-	0.8760	87.60%
CYP inhibitory promiscuity	-	0.8040	80.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5572	55.72%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.8835	88.35%
Skin irritation	+	0.5738	57.38%
Skin corrosion	-	0.7831	78.31%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7509	75.09%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7501	75.01%
skin sensitisation	-	0.5644	56.44%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5199	51.99%
Acute Oral Toxicity (c)	III	0.5891	58.91%
Estrogen receptor binding	+	0.6993	69.93%
Androgen receptor binding	+	0.6181	61.81%
Thyroid receptor binding	+	0.6200	62.00%
Glucocorticoid receptor binding	+	0.5573	55.73%
Aromatase binding	-	0.7026	70.26%
PPAR gamma	-	0.7243	72.43%
Honey bee toxicity	-	0.9170	91.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9394	93.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.28%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.28%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.24%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.15%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.06%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.99%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.32%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.39%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.87%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.81%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.37%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.80%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.54%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.14%	86.00%

Plants that contains it

• Alpinia intermedia
• Alpinia japonica

Cross-Links

• PubChem: 13855690
• LOTUS: LTS0108818
• wikiData: Q104401077