[(3S,5S)-5-acetyloxy-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-yl] acetate

Details

• Internal ID: fd604977-9164-483f-8a80-81684db2a4cd
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: [(3S,5S)-5-acetyloxy-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-yl] acetate
• InChI: InChI=1S/C29H40O10/c1-18(30)38-22(11-9-20-13-24(32-3)28(36-7)25(14-20)33-4)17-23(39-19(2)31)12-10-21-15-26(34-5)29(37-8)27(16-21)35-6/h13-16,22-23H,9-12,17H2,1-8H3/t22-,23-/m0/s1
• InChI Key: CGTJVLRFIFOYEN-GOTSBHOMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₁₀
• Molecular Weight: 548.60 g/mol
• Exact Mass: 548.26214747 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	-	0.5593	55.93%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9312	93.12%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9016	90.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9795	97.95%
P-glycoprotein inhibitior	+	0.8723	87.23%
P-glycoprotein substrate	-	0.6235	62.35%
CYP3A4 substrate	+	0.5262	52.62%
CYP2C9 substrate	-	0.8132	81.32%
CYP2D6 substrate	-	0.7937	79.37%
CYP3A4 inhibition	-	0.6951	69.51%
CYP2C9 inhibition	-	0.6156	61.56%
CYP2C19 inhibition	+	0.7830	78.30%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	+	0.7324	73.24%
CYP2C8 inhibition	-	0.5963	59.63%
CYP inhibitory promiscuity	-	0.6545	65.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7786	77.86%
Carcinogenicity (trinary)	Non-required	0.6849	68.49%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.8928	89.28%
Skin irritation	-	0.9092	90.92%
Skin corrosion	-	0.9794	97.94%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8895	88.95%
Micronuclear	-	0.7267	72.67%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	-	0.9583	95.83%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.6199	61.99%
Acute Oral Toxicity (c)	III	0.7047	70.47%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	-	0.5161	51.61%
Thyroid receptor binding	+	0.6338	63.38%
Glucocorticoid receptor binding	+	0.8187	81.87%
Aromatase binding	+	0.6496	64.96%
PPAR gamma	+	0.6790	67.90%
Honey bee toxicity	-	0.7960	79.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	97.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.61%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.90%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.51%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.06%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.01%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.71%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	85.96%	90.20%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.92%	95.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.45%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.74%	96.00%
CHEMBL2535	P11166	Glucose transporter	80.97%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	80.02%	94.73%

Plants that contains it

• Zingiber mekongense

Cross-Links

• PubChem: 57343250
• LOTUS: LTS0226188
• wikiData: Q104958168