Dimethylcurcumin

Details

• Internal ID: 77b3b6e8-37f5-4e1c-8d13-602361790f50
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: (1E,4Z,6E)-1,7-bis(3,4-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one
• InChI: InChI=1S/C23H24O6/c1-26-20-11-7-16(13-22(20)28-3)5-9-18(24)15-19(25)10-6-17-8-12-21(27-2)23(14-17)29-4/h5-15,24H,1-4H3/b9-5+,10-6+,18-15-
• InChI Key: ZMGUKFHHNQMKJI-CIOHCNBKSA-N
• Popularity: 135 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.15728848 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.46
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

• 52328-98-0
• (1E,4Z,6E)-1,7-bis(3,4-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one
• ASCJ-9
• Go-Y025
• GO-Y-025
• D60XLY608D
• CHC-004
• 1,4,6-Heptatrien-3-one, 1,7-bis(3,4-dimethoxyphenyl)-5-hydroxy-, (Z,E,E)-
• 1,4,6-Heptatrien-3-one, 1,7-bis(3,4-dimethoxyphenyl)-5-hydroxy-, (1E,4Z,6E)--
• RefChem:588527
• 922-365-3
• 1,6-HEPTADIENE-3,5-DIONE, 1,7-BIS(3,4-DIMETHOXYPHENYL)-, (1E,6E)-
• ASC-J9
• 917813-54-8
• MFCD12912341
• MFCD22123809
• 1,7-Bis-(3,4-dimethoxyphenyl)-5-hydroxy-hepta-1,4,6-trien-3-one
• 1,7-Bis-(3,4-dimethoxy-phenyl)-5-hydroxy-hepta-1,4,6-trien-3-one
• 1,7-Bis(3,4-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one
• (1E,4Z,6E)-1,7-bis(3,4-dimethoxyphenyl)-5-hydroxy-1,4,6-heptatrien-3-one
• (1E,4Z,6E)-1,7-bis(3,4-dimethoxyphenyl)-5-hydroxy-hepta-1,4,6-trien-3-one
• 115851-85-9
• (1E,4E,6E)-1,7-Bis(3,4-dimethoxyphenyl)-5-hydroxy-1,4,6-heptatrien-3-one
• ASC-J9;GO-Y025
• CHC 004; Di-O-methylcurcumin
• UNII-D60XLY608D
• Dimethylcurcumin; ASC-J9
• Dimethylcurcumin (ASC-J9)
• orb146188
• orb1296125
• DTXSID10200352
• EX-A927
• CHEBI:233431
• ZMGUKFHHNQMKJI-CIOHCNBKSA-N
• GLXC-04729
• NSC734923
• s6630
• AKOS015891371
• AKOS025311328
• CS-0533
• DB06133
• NSC-734923
• AC-31058
• AS-82881
• DA-52565
• DS-14720
• FD145228
• HY-15194
• ASC-J9,CAS:52328-98-0
• GO-Y025; Dimethylcurcumin; ASC J9; GO Y025
• 1, 4-dimethoxyphenyl)-1, 6-heptadiene-3,5-dione
• 1,7-Bis-(3,4-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7449	74.49%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8262	82.62%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9443	94.43%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9507	95.07%
P-glycoprotein inhibitior	+	0.9023	90.23%
P-glycoprotein substrate	-	0.9251	92.51%
CYP3A4 substrate	-	0.6038	60.38%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8401	84.01%
CYP3A4 inhibition	-	0.5758	57.58%
CYP2C9 inhibition	-	0.9660	96.60%
CYP2C19 inhibition	+	0.7299	72.99%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	+	0.7445	74.45%
CYP2C8 inhibition	+	0.5944	59.44%
CYP inhibitory promiscuity	+	0.7305	73.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7625	76.25%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9732	97.32%
Eye irritation	+	0.5484	54.84%
Skin irritation	-	0.7320	73.20%
Skin corrosion	-	0.9882	98.82%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8135	81.35%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8246	82.46%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7951	79.51%
Acute Oral Toxicity (c)	III	0.4881	48.81%
Estrogen receptor binding	+	0.8747	87.47%
Androgen receptor binding	+	0.8718	87.18%
Thyroid receptor binding	+	0.8291	82.91%
Glucocorticoid receptor binding	+	0.8522	85.22%
Aromatase binding	+	0.7713	77.13%
PPAR gamma	+	0.8071	80.71%
Honey bee toxicity	-	0.9423	94.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6007	60.07%
Fish aquatic toxicity	+	0.9887	98.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.65%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.09%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	88.53%	90.20%
CHEMBL3194	P02766	Transthyretin	86.98%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.91%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.49%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%

Plants that contains it

• Alpinia officinarum

Cross-Links

• PubChem: 6477182
• NPASS: NPC280001
• ChEMBL: CHEMBL128748