Curcumadionol

Details

• Internal ID: bd251555-ef7c-4d40-b5ef-e7fbc5ee479b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(2-hydroxypropan-2-yl)-6-methyl-5-(3-oxobutyl)cyclohepta-2,4,6-trien-1-one
• SMILES (Canonical): CC1=CC(=O)C(=CC=C1CCC(=O)C)C(C)(C)O
• SMILES (Isomeric): CC1=CC(=O)C(=CC=C1CCC(=O)C)C(C)(C)O
• InChI: InChI=1S/C15H20O3/c1-10-9-14(17)13(15(3,4)18)8-7-12(10)6-5-11(2)16/h7-9,18H,5-6H2,1-4H3
• InChI Key: ZJOGLHNZNCCGQF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 1235984-45-8
• 2-(2-hydroxypropan-2-yl)-6-methyl-5-(3-oxobutyl)cyclohepta-2,4,6-trien-1-one
• CHEMBL2386520
• AKOS040736116

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.8770	87.70%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8682	86.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9549	95.49%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8009	80.09%
P-glycoprotein inhibitior	-	0.9261	92.61%
P-glycoprotein substrate	-	0.8607	86.07%
CYP3A4 substrate	-	0.5639	56.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8174	81.74%
CYP3A4 inhibition	-	0.8436	84.36%
CYP2C9 inhibition	-	0.6509	65.09%
CYP2C19 inhibition	-	0.8363	83.63%
CYP2D6 inhibition	-	0.8535	85.35%
CYP1A2 inhibition	+	0.5515	55.15%
CYP2C8 inhibition	-	0.8194	81.94%
CYP inhibitory promiscuity	-	0.9638	96.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7045	70.45%
Carcinogenicity (trinary)	Non-required	0.6438	64.38%
Eye corrosion	-	0.8831	88.31%
Eye irritation	+	0.7949	79.49%
Skin irritation	-	0.5571	55.71%
Skin corrosion	-	0.8069	80.69%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7092	70.92%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	+	0.5662	56.62%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6332	63.32%
Acute Oral Toxicity (c)	III	0.7152	71.52%
Estrogen receptor binding	-	0.8322	83.22%
Androgen receptor binding	-	0.6351	63.51%
Thyroid receptor binding	-	0.6145	61.45%
Glucocorticoid receptor binding	-	0.7238	72.38%
Aromatase binding	-	0.7738	77.38%
PPAR gamma	-	0.6931	69.31%
Honey bee toxicity	-	0.9330	93.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6552	65.52%
Fish aquatic toxicity	+	0.9422	94.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.53%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.67%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.82%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.97%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.51%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.38%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.80%	96.09%

Plants that contains it

• Curcuma phaeocaulis
• Curcuma wenyujin

Cross-Links

• PubChem: 73356517
• NPASS: NPC190049
• LOTUS: LTS0017617
• wikiData: Q105378016