Salvianolic acid E

Details

• Internal ID: b19bf17a-b999-46a8-a11b-7704e6103daf
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (2R)-2-[(E)-3-[2-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-1-(3,4-dihydroxyphenyl)-3-oxoprop-1-en-2-yl]-3,4-dihydroxyphenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
• InChI: InChI=1S/C36H30O16/c37-22-6-1-17(12-26(22)41)11-21(36(50)52-30(35(48)49)16-19-3-8-24(39)28(43)14-19)32-20(4-9-25(40)33(32)45)5-10-31(44)51-29(34(46)47)15-18-2-7-23(38)27(42)13-18/h1-14,29-30,37-43,45H,15-16H2,(H,46,47)(H,48,49)/b10-5+,21-11+/t29-,30-/m1/s1
• InChI Key: SOXUSBQFIOBYJU-VPIXDIMLSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₀O₁₆
• Molecular Weight: 718.60 g/mol
• Exact Mass: 718.15338487 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

• 142998-46-7
• BH4J9161YU
• UNII-BH4J9161YU
• (2R)-2-[(E)-3-[2-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-1-(3,4-dihydroxyphenyl)-3-oxoprop-1-en-2-yl]-3,4-dihydroxyphenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
• BENZENEPROPANOIC ACID, .ALPHA.-(((2E)-3-(2-((1E)-1-(((1R)-1-CARBOXY-2-(3,4-DIHYDROXYPHENYL)ETHOXY)CARBONYL)-2-(3,4-DIHYDROXYPHENYL)ETHENYL)-3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-3,4-DIHYDROXY-, (.ALPHA.R)-
• Benzenepropanoic acid, alpha-(((2E)-3-(2-((1E)-1-(((1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy)carbonyl)-2-(3,4-dihydroxyphenyl)ethenyl)-3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-3,4-dihydroxy-, (alphaR)-
• (2R)-2-((2-(2-(3-((1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-4,5-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-enoyl)oxy)-3-(3,4-dihydroxyphenyl)propanoate
• (2R)-2-((E)-3-(2-((E)-3-((1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-1-(3,4-dihydroxyphenyl)-3-oxoprop-1-en-2-yl)-3,4-dihydroxyphenyl)prop-2-enoyl)oxy-3-(3,4-dihydroxyphenyl)propanoic acid
• (2R)-2-{[2-(2-{3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl}-4,5-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoate
• RefChem:181031
• orb1684245
• SCHEMBL29915738
• DTXSID401347594
• HY-N7522
• AKOS040760688
• DA-67390
• MS-31224
• CS-0131564
• E88820
• Q27274661

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9114	91.14%
Caco-2	-	0.8954	89.54%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8226	82.26%
OATP2B1 inhibitior	-	0.5643	56.43%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7689	76.89%
P-glycoprotein inhibitior	+	0.7573	75.73%
P-glycoprotein substrate	-	0.6320	63.20%
CYP3A4 substrate	+	0.5779	57.79%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.8877	88.77%
CYP2C9 inhibition	-	0.6613	66.13%
CYP2C19 inhibition	-	0.8200	82.00%
CYP2D6 inhibition	-	0.8707	87.07%
CYP1A2 inhibition	-	0.5053	50.53%
CYP2C8 inhibition	+	0.7563	75.63%
CYP inhibitory promiscuity	-	0.6711	67.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.6343	63.43%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8658	86.58%
Skin irritation	-	0.7487	74.87%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7352	73.52%
Micronuclear	+	0.7318	73.18%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.5572	55.72%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8327	83.27%
Acute Oral Toxicity (c)	III	0.6075	60.75%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.9130	91.30%
Thyroid receptor binding	-	0.4914	49.14%
Glucocorticoid receptor binding	+	0.5566	55.66%
Aromatase binding	-	0.5099	50.99%
PPAR gamma	+	0.6837	68.37%
Honey bee toxicity	-	0.7380	73.80%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.51%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.90%	91.11%
CHEMBL3194	P02766	Transthyretin	94.98%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.71%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.44%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.52%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.10%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.75%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.41%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.24%	99.15%
CHEMBL2581	P07339	Cathepsin D	89.14%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.82%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.79%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.55%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.01%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	84.20%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.09%	80.78%
CHEMBL4208	P20618	Proteasome component C5	80.81%	90.00%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 86278266
• NPASS: NPC123112