(1E,6E)-1-[3-[(E)-1-(3,4-dimethoxyphenyl)but-2-enyl]-4-hydroxy-5-methoxyphenyl]-7-(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione

Details

• Internal ID: 8c068cfe-6d95-4add-bd85-998ce60b9291
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: (1E,6E)-1-[3-[(E)-1-(3,4-dimethoxyphenyl)but-2-enyl]-4-hydroxy-5-methoxyphenyl]-7-(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
• SMILES (Canonical): CC=CC(C1=CC(=C(C=C1)OC)OC)C2=C(C(=CC(=C2)C=CC(=O)CC(=O)C=CC3=CC(=C(C=C3)O)OC)OC)O
• SMILES (Isomeric): C/C=C/C(C1=CC(=C(C=C1)OC)OC)C2=C(C(=CC(=C2)/C=C/C(=O)CC(=O)/C=C/C3=CC(=C(C=C3)O)OC)OC)O
• InChI: InChI=1S/C33H34O8/c1-6-7-26(23-11-15-29(38-2)31(19-23)40-4)27-16-22(18-32(41-5)33(27)37)9-13-25(35)20-24(34)12-8-21-10-14-28(36)30(17-21)39-3/h6-19,26,36-37H,20H2,1-5H3/b7-6+,12-8+,13-9+
• InChI Key: VTDIEUQNUUTRAF-BRLOHPTNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₄O₈
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.22536804 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.10
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	-	0.8118	81.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8068	80.68%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.8304	83.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9939	99.39%
P-glycoprotein inhibitior	+	0.9055	90.55%
P-glycoprotein substrate	+	0.5275	52.75%
CYP3A4 substrate	+	0.5558	55.58%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8055	80.55%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6506	65.06%
CYP2C19 inhibition	+	0.7937	79.37%
CYP2D6 inhibition	+	0.6311	63.11%
CYP1A2 inhibition	+	0.8323	83.23%
CYP2C8 inhibition	+	0.6357	63.57%
CYP inhibitory promiscuity	+	0.5142	51.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7799	77.99%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.8731	87.31%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8498	84.98%
Micronuclear	+	0.6818	68.18%
Hepatotoxicity	-	0.7198	71.98%
skin sensitisation	-	0.8404	84.04%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.8563	85.63%
Acute Oral Toxicity (c)	III	0.5760	57.60%
Estrogen receptor binding	+	0.8708	87.08%
Androgen receptor binding	+	0.7231	72.31%
Thyroid receptor binding	+	0.7735	77.35%
Glucocorticoid receptor binding	+	0.9025	90.25%
Aromatase binding	+	0.5433	54.33%
PPAR gamma	+	0.7567	75.67%
Honey bee toxicity	-	0.7789	77.89%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9794	97.94%

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	98.78%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.25%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.67%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.63%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.97%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	91.58%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.17%	89.62%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	90.87%	83.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.40%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.33%	94.45%
CHEMBL2535	P11166	Glucose transporter	89.85%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.38%	85.14%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	87.77%	83.65%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.37%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.69%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	83.66%	91.49%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.04%	89.50%
CHEMBL3194	P02766	Transthyretin	82.29%	90.71%
CHEMBL2581	P07339	Cathepsin D	82.17%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.94%	100.00%

Plants that contains it

• Zingiber montanum

Cross-Links

• PubChem: 9985220
• LOTUS: LTS0057746
• wikiData: Q105292668