(1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)-4-[(E)-2-methyl-6-(4-methylidenecyclohex-2-en-1-yl)hept-3-en-2-yl]hepta-1,6-diene-3,5-dione

Details

• Internal ID: fed5ee3f-5e04-4587-a9bf-b9a261edcaae
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)-4-[(E)-2-methyl-6-(4-methylidenecyclohex-2-en-1-yl)hept-3-en-2-yl]hepta-1,6-diene-3,5-dione
• InChI: InChI=1S/C36H42O6/c1-24-9-15-28(16-10-24)25(2)8-7-21-36(3,4)35(31(39)19-13-26-11-17-29(37)33(22-26)41-5)32(40)20-14-27-12-18-30(38)34(23-27)42-6/h7,9,11-15,17-23,25,28,35,37-38H,1,8,10,16H2,2-6H3/b19-13+,20-14+,21-7+
• InChI Key: GNGGJOWVRLYAHC-XXWCRPJRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂O₆
• Molecular Weight: 570.70 g/mol
• Exact Mass: 570.29813906 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 7.73
• H-Bond Acceptor: 6
• 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	+	0.9899	98.99%
Caco-2	-	0.8316	83.16%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8766	87.66%
OATP2B1 inhibitior	-	0.5706	57.06%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.8354	83.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9946	99.46%
P-glycoprotein inhibitior	+	0.8686	86.86%
P-glycoprotein substrate	-	0.5964	59.64%
CYP3A4 substrate	+	0.6212	62.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8201	82.01%
CYP3A4 inhibition	-	0.6461	64.61%
CYP2C9 inhibition	+	0.5392	53.92%
CYP2C19 inhibition	+	0.6423	64.23%
CYP2D6 inhibition	-	0.8680	86.80%
CYP1A2 inhibition	+	0.5770	57.70%
CYP2C8 inhibition	+	0.7201	72.01%
CYP inhibitory promiscuity	-	0.7288	72.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7825	78.25%
Carcinogenicity (trinary)	Non-required	0.7162	71.62%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8845	88.45%
Skin irritation	-	0.7723	77.23%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8389	83.89%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6926	69.26%
skin sensitisation	-	0.7393	73.93%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9213	92.13%
Acute Oral Toxicity (c)	III	0.6668	66.68%
Estrogen receptor binding	+	0.7624	76.24%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	+	0.6715	67.15%
Glucocorticoid receptor binding	+	0.8285	82.85%
Aromatase binding	-	0.4831	48.31%
PPAR gamma	+	0.7309	73.09%
Honey bee toxicity	-	0.8060	80.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.52%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.31%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.42%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.97%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.32%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.11%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.45%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.43%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.32%	89.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.98%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.46%	97.09%
CHEMBL2535	P11166	Glucose transporter	85.24%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.46%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.42%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.10%	90.24%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.80%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.67%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.46%	90.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.67%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.66%	90.71%

Plants that contains it

• Curcuma longa

Cross-Links

• PubChem: 102230693
• NPASS: NPC8725