(1S,3S)-3-Glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-1-tetracenyl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranoside | CAS No. 72496-41-4

(1S,3S)-3-Glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-1-tetracenyl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranoside

Basic Information

CAS Number

72496-41-4

Molecular Formula

C32H37NO12

Molecular Weight

466.49 g/mol

AD

Basic Physical Properties

Melting Point

188-192°C (dec.)

Solubility

ethanol: soluble25mg/mL

Specific Rotation

D25 +175 ±25° (c = 0.2 in CHCl3)

O=CC1CC(OC2CCCC(O2)C)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC

InChI

InChI=1S/C32H37NO12/c1-14-31(45-21-8-3-4-9-42-21)17(33)10-22(43-14)44-19-12-32(40,20(35)13-34)11-16-24(19)30(39)26-25(28(16)37)27(36)15-6-5-7-18(41-2)23(15)29(26)38/h5-7,14,17,19,21-22,31,34,37,39-40H,3-4,8-13,33H2,1-2H3/t14-,17-,19-,21+,22-,31+,32-/m0/s1

InChIKey

KMSKQZKKOZQFFG-YXRRJAAWSA-N

LogP

3.6159000000000034

Topological Polar Surface Area

119.36 Ų

Hydrogen Bond Donor/Acceptor

2 / 8

Complexity

1120

Safety Information

View Safety Information

Toxicity

LD50 i.v. in mice: 27.8 mg/kg (Umezawa, 1979)

Synonyms & References

English

  • Pirarubicin
  • THP
  • &nbsp
  • 1609rb
  • Pinorubicin
  • Pirabucin
  • Tepirubicin
  • THEPRUBICIN
  • Therarubicin
  • Therarubiein
  • THP-ADM
  • THP-adriamycin
  • 5,12-Naphthacenedione,10-[[3-amino-2,3,6-trideoxy-4-O-(tetrahydro-2H-pyran-2-yl)-a-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-,[8S-[8a,10a(S*)]]-
  • 5,12-Naphthacenedione,10-[[3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-a-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-,(8S,10S)- (9CI)
  • (2''R)-4'-O-Tetrahydropyranyladriamycin
  • (2''R)-4'-O-Tetrahydropyranyldoxorubicin
  • 4'-O-Tetrahydropyranyladriamycin

MDL Number

MFCD00869742

FAQ

What is (1S,3S)-3-Glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-1-tetracenyl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranoside (CAS: 72496-41-4)?

This is a complex organic compound with the CAS number 72496-41-4. It is a glycoside derivative containing multiple hydroxyl, methoxy, and amino groups. The compound exhibits specific stereochemistry with (1S,3S) and (2R) configurations and is known for its potential biological activity. It is typically used in specialized chemical research and pharmaceutical development due to its structural complexity and functional groups.

What are the main uses of (1S,3S)-3-Glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-1-tetracenyl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranoside (CAS: 72496-41-4)?

This compound is primarily used in pharmaceutical research for its potential role in drug development, particularly in targeting specific biological pathways. It may also find applications in organic chemistry as a structural analog or intermediate. Its use in food or industrial sectors is limited due to its complex structure and specialized nature.

Is (1S,3S)-3-Glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-1-tetracenyl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranoside (CAS: 72496-41-4) safe?

Safety data for this compound is limited, but as a complex organic molecule, it should be handled with care. Proper protective equipment, such as gloves and goggles, is recommended during handling. It is important to follow standard laboratory safety protocols and consult specific safety data sheets (SDS) for detailed information on toxicity and exposure risks.

How should (1S,3S)-3-Glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-1-tetracenyl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranoside (CAS: 72496-41-4) be stored?

This compound should be stored in a cool, dry, and dark place to maintain its stability. It is recommended to keep it in a sealed container at a temperature below 25°C and away from moisture and direct light. Storage conditions should be controlled to prevent degradation of its sensitive functional groups.

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