1-[3-[(1S,2S,3S)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl]-3-(4-methoxyphenyl)propan-1-one

Details

• Internal ID: af485b17-f66d-46a7-ab39-3422ed8bcdf7
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: 1-[3-[(1S,2S,3S)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl]-3-(4-methoxyphenyl)propan-1-one
• SMILES (Canonical): CC(CC1=CC=C(C=C1)O)C(C)C(C2=CC=C(C=C2)O)C3=C(C(=C(C=C3O)OC)C(=O)CCC4=CC=C(C=C4)OC)O
• SMILES (Isomeric): C[C@@H](CC1=CC=C(C=C1)O)[C@H](C)[C@@H](C2=CC=C(C=C2)O)C3=C(C(=C(C=C3O)OC)C(=O)CCC4=CC=C(C=C4)OC)O
• InChI: InChI=1S/C35H38O7/c1-21(19-24-5-12-26(36)13-6-24)22(2)32(25-10-14-27(37)15-11-25)34-30(39)20-31(42-4)33(35(34)40)29(38)18-9-23-7-16-28(41-3)17-8-23/h5-8,10-17,20-22,32,36-37,39-40H,9,18-19H2,1-4H3/t21-,22-,32-/m0/s1
• InChI Key: YMKNHLSWQAAXRA-YJRLZVGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₈O₇
• Molecular Weight: 570.70 g/mol
• Exact Mass: 570.26175355 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 6.99
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9603	96.03%
Caco-2	-	0.8269	82.69%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8627	86.27%
OATP2B1 inhibitior	+	0.7114	71.14%
OATP1B1 inhibitior	+	0.8434	84.34%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9879	98.79%
P-glycoprotein inhibitior	+	0.9042	90.42%
P-glycoprotein substrate	+	0.6108	61.08%
CYP3A4 substrate	+	0.6027	60.27%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	+	0.5896	58.96%
CYP2C9 inhibition	+	0.5467	54.67%
CYP2C19 inhibition	+	0.8044	80.44%
CYP2D6 inhibition	-	0.5742	57.42%
CYP1A2 inhibition	+	0.8937	89.37%
CYP2C8 inhibition	+	0.7899	78.99%
CYP inhibitory promiscuity	+	0.6564	65.64%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.7945	79.45%
Carcinogenicity (trinary)	Non-required	0.7559	75.59%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.7786	77.86%
Skin corrosion	-	0.9002	90.02%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8620	86.20%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6335	63.35%
skin sensitisation	-	0.8783	87.83%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8918	89.18%
Acute Oral Toxicity (c)	III	0.6467	64.67%
Estrogen receptor binding	+	0.8762	87.62%
Androgen receptor binding	+	0.7980	79.80%
Thyroid receptor binding	+	0.6598	65.98%
Glucocorticoid receptor binding	+	0.8192	81.92%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7321	73.21%
Honey bee toxicity	-	0.8019	80.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9729	97.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.94%	98.95%
CHEMBL4208	P20618	Proteasome component C5	96.85%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.08%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.90%	99.15%
CHEMBL2535	P11166	Glucose transporter	93.57%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	93.42%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.82%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.54%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.29%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.18%	95.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.09%	90.24%
CHEMBL1907	P15144	Aminopeptidase N	88.83%	93.31%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.54%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.77%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.34%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.59%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.78%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.46%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.31%	100.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.24%	95.34%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.02%	85.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.96%	92.29%

Plants that contains it

• Iryanthera laevis

Cross-Links

• PubChem: 162996894
• LOTUS: LTS0268324
• wikiData: Q105350592