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26833-85-2 molecular structure
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(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3R)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate

ChemBase ID: 169846
Molecular Formular: C28H37NO9
Molecular Mass: 531.59468
Monoisotopic Mass: 531.24683177
SMILES and InChIs

SMILES:
O1COc2c1cc1c(c2)[C@H]2[C@@]3(N(CC1)CCC3)C=C([C@H]2OC(=O)C(CCC(O)(C)C)(CC(=O)OC)O)OC
Canonical SMILES:
COC(=O)CC(C(=O)O[C@@H]1C(=C[C@]23[C@@H]1c1cc4OCOc4cc1CCN3CCC2)OC)(CCC(O)(C)C)O
InChI:
InChI=1S/C28H37NO9/c1-26(2,32)8-9-28(33,15-22(30)35-4)25(31)38-24-21(34-3)14-27-7-5-10-29(27)11-6-17-12-19-20(37-16-36-19)13-18(17)23(24)27/h12-14,23-24,32-33H,5-11,15-16H2,1-4H3/t23-,24-,27+,28-/m1/s1
InChIKey:
HAVJATCHLFRDHY-KSZYUSJVSA-N

Cite this record

CBID:169846 http://www.chembase.cn/molecule-169846.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3R)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate
IUPAC Traditional name
harringtonine
Synonyms
3-[4-Methyl (2R)-2-hydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate]cephalotaxine
2'R-Harringtonine
NSC 124147
Harringtonin
CAS Number
26833-85-2
PubChem SID
162263978
PubChem CID
276389

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC H105285 external link Add to cart
PubChem 276389 external link
Data Source Data ID Price
TRC
H105285 external link Add to cart Please log in.
Data Source Data ID
PubChem 276389 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.085257  H Acceptors
H Donor LogD (pH = 5.5) -1.9206656 
LogD (pH = 7.4) -0.5686993  Log P 1.440102 
Molar Refractivity 137.4739 cm3 Polarizability 54.039352 Å3
Polar Surface Area 123.99 Å2 Rotatable Bonds 10 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
DMSO expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
79-85°C expand Show data source
Storage Condition
-20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - H105285 external link
A natural product with significant antitumor activities.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Sah, N., et al.: J. Biol. Chem., 278, 20593 (2003)
  • • Lu, D., et al.: J. Int. Med. Res., 32, 488 (2003)
  • • Yunmbam, M., et al.: Oncol. Rep., 11, 833 (2003)
  • • Shao, S., et al.: Cell Biol. Int., 32, 893 (2003)
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PATENTS

PATENTS

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INTERNET

INTERNET

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