Combretastatin A4

Details

• Internal ID: 92e80c5f-cd46-442a-b07d-0b6e833fed58
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol
• InChI: InChI=1S/C18H20O5/c1-20-15-8-7-12(9-14(15)19)5-6-13-10-16(21-2)18(23-4)17(11-13)22-3/h5-11,19H,1-4H3/b6-5-
• InChI Key: HVXBOLULGPECHP-WAYWQWQTSA-N
• Popularity: 1,077 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.70

Synonyms

• 117048-59-6
• Combretastatin A-4
• Combrestatin A4
• Combretastatin 4
• 2'-deoxycombretastatin A1
• NSC-613729
• 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol
• 16U6OP69RQ
• 3,4,5-Trimethoxy-3'-hydroxy-4'-methoxystilbene
• 1-(3,4,5-Trimethoxyphenyl)-2-(3'-hydroxy-4'-methoxyphenyl)ethene
• DTXSID101025983
• Phenol, 2-methoxy-5-(2-(3,4,5-trimethoxyphenyl)ethenyl)-, (Z)-
• NSC613729
• 2-methoxy-5-((Z)-2-(3,4,5-trimethoxyphenyl)ethenyl)phenol
• Phenol, 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethenyl]-, (Z)-
• RefChem:918948
• DTXCID80852504
• NSC817373
• 631-427-6
• NSC609397
• (Z)-2-METHOXY-5-(3,4,5-TRIMETHOXYSTYRYL)PHENOL
• MFCD03453309
• Combretastatin-A4
• Crc 87-09
• CA-4
• CHEMBL67
• NSC 817373
• NSC-817373
• CA4
• 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)vinyl]phenol
• 2-Methoxy-5-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol
• 2-Methoxy-5-[(Z)-2-(3,4,5-trimethoxy-phenyl)-vinyl]-phenol
• Phenol, 2-methoxy-5-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-
• UNII-16U6OP69RQ
• combretastin A4
• Crc-98-09
• Combrestatin A-4
• Combretastin A-4
• combretastatin-A-4
• 2-methoxy-5-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol
• Combretastastin A-4
• NSC 609397
• NSC 613729
• 2-methoxy-5-(3,4,5-trimethoxystyryl)phenol
• Z-Combretastatin A-4
• 2-Methoxy-5-[2-(3,4,5-trimethoxy-phenyl)-vinyl]-phenol
• SCHEMBL18945
• combretastatin A-4, (CSA4)
• CA 4
• GTPL8854
• orb1300975
• SCHEMBL29355902
• COMBRETASTATIN A-4 [MI]
• CHEBI:181391
• GLXC-02861
• HMS3650G11
• HMS5085L20
• COMBRETASTATIN A4 [WHO-DD]
• EX-A4207
• HY-N2146
• BDBM50005480
• s7783
• AKOS015950727
• AC-5280
• CCG-265026
• CS-6023
• DB14680
• DS-5860
• FC20545
• Phenol,4,5-trimethoxyphenyl)ethenyl]-
• ST-1986
• SY035045
• ST4149439
• C2520
• Combretastatin A4, >=98% (HPLC), powder
• NS00116331
• 5-(3,4,5-trimethoxystyryl)-2-methoxyphenol
• C20268
• 3'-Hydroxy-3,4,4',5-tetramethoxy-cis-stilbene
• EN300-1587417
• (Z)-5-(3,4,5-trimethoxystyryl)-2-methoxyphenol
• 048C596
• F387723
• SR-01000946784
• (Z)-3''-hydroxy-3,4,4'',5-tetramethoxystilbene
• Q5150955
• SR-01000946784-1
• BRD-K61195623-001-01-4
• Z2312943638
• [3,4,5-trimethoxy-3'-hydroxy-4'-methoxy-(z)-stilbene]
• 5-[(1Z)-2-(3,4,5-trimethoxyphenyl)vinyl]-2-methoxyphenol
• 2-Methoxy-5-[(Z)-2-(3,4,5-trimethox y-phenyl)-vinyl]-phenol
• (combretastin A-4)2-Methoxy-5-[2-(3,4,5-trimethoxy-phenyl)-vinyl]-phenol
• 5-[(S)-2-Hydroxy-2-(3,4,5-trimethoxy-phenyl)-ethyl]-2-methoxy-phenol
• (combretastatin A-4)2-Methoxy-5-[2-(3,4,5-trimethoxy-phenyl)-vinyl]-phenol
• (Z)-2-Methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethenyl]phenol, 3,4,5-trimethoxy-3'-hydroxy-4'-methoxy-(Z)-stilbene, CS-A4
• 1-(3,4,5-Trimethoxyphenyl)-2-(3'-hydroxy-4'-methoxyphenyl) ethane 3,4,5-trimethoxy-3'-hydroxy-4'-methoxystilbene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4302	P08183	P-glycoprotein 1	6.6 nM; 6.6 nM; 11.5 nM	IC50; IC50; IC50	PMID: 23895532; via Super-PRED; PMID: 23332369
CHEMBL1915	Q9H4B7	Tubulin beta-1 chain	2030 nM; 180 nM; 1200 nM	IC50; IC50; IC50	PMID: 15293996; PMID: 15658859; PMID: 15943482
CHEMBL2597	Q13509	Tubulin beta-3 chain	5.2 nM; 5.7 nM; 5.2 nM	IC50; IC50; IC50	via Super-PRED; PMID: 23895532; PMID: 23332369

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.74%	96.00%
CHEMBL3194	P02766	Transthyretin	94.34%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.60%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.05%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.97%	91.49%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.76%	92.68%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.32%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	85.25%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.41%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.83%	89.62%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	82.48%	83.65%
CHEMBL2535	P11166	Glucose transporter	81.55%	98.75%

Plants that contains it

• Combretum caffrum
• Scutellaria baicalensis

Cross-Links

• PubChem: 5351344
• NPASS: NPC262253
• ChEMBL: CHEMBL67
• LOTUS: LTS0179338
• wikiData: Q5150955