CID 641645

Details

• Internal ID: 07d949b3-a4c9-42df-aa44-e7df7ed266c0
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: 5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=CC(=O)C=CC2=CC=C(C=C2)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=CC(=O)C=CC2=CC=C(C=C2)O)O)O
• InChI: InChI=1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-13,21,23-24H,1H3
• InChI Key: UEPVWRDHSPMIAZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.7231	72.31%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8210	82.10%
OATP2B1 inhibitior	-	0.5776	57.76%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9810	98.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8727	87.27%
P-glycoprotein inhibitior	-	0.6588	65.88%
P-glycoprotein substrate	-	0.9203	92.03%
CYP3A4 substrate	-	0.5424	54.24%
CYP2C9 substrate	-	0.8088	80.88%
CYP2D6 substrate	-	0.8404	84.04%
CYP3A4 inhibition	-	0.7896	78.96%
CYP2C9 inhibition	+	0.6332	63.32%
CYP2C19 inhibition	+	0.8566	85.66%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	+	0.9400	94.00%
CYP2C8 inhibition	+	0.8287	82.87%
CYP inhibitory promiscuity	+	0.8342	83.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7425	74.25%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9592	95.92%
Eye irritation	+	0.8756	87.56%
Skin irritation	-	0.5809	58.09%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4502	45.02%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.7271	72.71%
skin sensitisation	-	0.6973	69.73%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7494	74.94%
Acute Oral Toxicity (c)	IV	0.5520	55.20%
Estrogen receptor binding	+	0.9057	90.57%
Androgen receptor binding	+	0.8835	88.35%
Thyroid receptor binding	+	0.6973	69.73%
Glucocorticoid receptor binding	+	0.9199	91.99%
Aromatase binding	+	0.7635	76.35%
PPAR gamma	+	0.8133	81.33%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9858	98.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	96.57%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.81%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.72%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.32%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.67%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.59%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.64%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.76%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.89%	95.50%
CHEMBL2487	P05067	Beta amyloid A4 protein	84.27%	96.74%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.96%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	83.12%	90.20%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.94%	91.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.00%	80.78%

Plants that contains it

• Curcuma longa

Cross-Links

• PubChem: 641645
• LOTUS: LTS0177194
• wikiData: Q105271062