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Heterocyclic compounds

Rebeccamycin

Also known as 5H-Indolo(2,3-a)pyrrolo(3,4-c)carbazole-5,7(6H)-dione, 1,11-dichloro-12,13-dihydro-12-(4-O-methyl-beta-D-glucopyranosyl)-, 1,11-dichloro-12-(4-O-methyl-beta-D-glucopyranosyl)-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione, (+)-Rebeccamycin

CAS 93908-02-2Formula C27H21Cl2N3O7Molar mass 570.39 g/mol
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Rebeccamycin chemical structure, C27H21Cl2N3O7, CAS 93908-02-2
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
93908-02-2
Formula
C27H21Cl2N3O7
Molar mass
570.39 g/mol
HS code
293499
Category
Heterocyclic compounds

What is Rebeccamycin?

Plain description, key identifiers and synonyms

Rebeccamycin is a N-glycosyl compound, an organochlorine compound, an organic heterohexacyclic compound and an indolocarbazole.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
5,21-dichloro-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17(22),18,20-nonaene-12,14-dione
CAS number
93908-02-2 CAS number cross-checked
Molecular formula
C27H21Cl2N3O7
UNII
Y96MQM21V9
InChIKey
QEHOIJJIZXRMAN-QZQSLCQPSA-N
InChI
InChI=1S/C27H21Cl2N3O7/c1-38-24-13(8-33)39-27(23(35)22(24)34)32-20-10(5-3-7-12(20)29)15-17-16(25(36)31-26(17)37)14-9-4-2-6-11(28)18(9)30-19(14)21(15)32/h2-7,13,22-24,27,30,33-35H,8H2,1H3,(H,31,36,37)/t13-,22-,23-,24-,27-/m1/s1
Canonical SMILES
COC1C(CO)OC(n2c3c(Cl)cccc3c3c4c(c5c6cccc(Cl)c6[nH]c5c32)C(=O)NC4=O)C(O)C1O
Isomeric SMILES
CO[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)N2C3=C(C=CC=C3Cl)C4=C5C(=C6C7=C(C(=CC=C7)Cl)NC6=C42)C(=O)NC5=O)CO

Synonyms

  • 5H-Indolo(2,3-a)pyrrolo(3,4-c)carbazole-5,7(6H)-dione, 1,11-dichloro-12,13-dihydro-12-(4-O-methyl-beta-D-glucopyranosyl)-
  • 1,11-dichloro-12-(4-O-methyl-beta-D-glucopyranosyl)-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione
  • (+)-Rebeccamycin
  • 1,11-dichloro-12-(4-O-methyl-beta-D-glucopyranosyl)-12,13-dihydro-5H-indolo(2,3-a)pyrrolo(3,4-c)carbazole-5,7(6H)-dione
  • 5H-Indolo(2, 3-a)pyrrolo(3,4-c)carbazole-5,7(6H)-dione, 1,11-dichloro-12, 13-dihydro-12-(4-O-methyl-beta-D-glucopyranosyl)-
  • 5H-indolo(2,3-a)pyrrolo(3,4-c)carbazole-5,7(6H)-dione,1,11-dichloro-12,13-dihydro-12-(4-O-methyl-beta-D-glucopyranosyl)
  • 1,11-dichloro-12-(3,4-dihydroxy-6-hydroxymethyl-5-methoxytetrahydro-2H-2-pyranyl)-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione
  • dichloro-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxy-tetrahydropyran-2-yl][?]dione

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
570.39 g/molcalc.
Exact mass
569.0757 Dacalc.
LogP (octanol/water)
3.25calc.
Topological polar surface area
146 Ųcalc.
Hydrogen bond donors
5calc.
Hydrogen bond acceptors
7calc.
Rotatable bonds
3calc.
Heavy atoms
39calc.
Rings
7calc.
Aromatic rings
5calc.
Fraction sp3 carbons
0.26calc.
Formal charge
0calc.
Stereocentres
5calc.
Lipinski rule of five
Passes (1 violation)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1NC(=O)c2c1c1c3ccccc3[nH]c1c1c2c2ccccc2n1C1CCCCO1

O=C1NC(=O)c2c1c1c3ccccc3[nH]c1c1c2c2ccccc2n1C1CCCCO1

7 rings, 31 atoms.

8 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Rebeccamycin suppliers

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All 3 suppliers

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Where suppliers are based

3 suppliers in 3 countries

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Rebeccamycin price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Pharmacology

Rebeccamycin is an indolocarbazole glycoside antineoplastic antibiotic isolated from the bacterium Saccharothrix aerocolonigenes. Rebeccamycin intercalates into DNA and stabilizes the DNA-topoisomerase I complex, thereby interfering with the topoisomerase I-catalyzed DNA breakage-reunion reaction and initiating DNA cleavage and apoptosis. (NCI04)

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Rebeccamycin is traded under.

HS 2934.99Indicative HS code

Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934

World exports in 2024
$26.7B
+15.0% vs 2023, imports $26.3B
2019 to 2024
Top exporters
  1. Ireland26.3%
  2. China15.7%
  3. Singapore10.3%
Top importers
  1. United States24.5%
  2. Germany23.1%
  3. Japan4.5%
Reported customs values in USD, not prices.Full trade data

The HS code shown for Rebeccamycin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Rebeccamycin, based on the data on this page

What is Rebeccamycin?

Rebeccamycin is a N-glycosyl compound, an organochlorine compound, an organic heterohexacyclic compound and an indolocarbazole.

What is the CAS number of Rebeccamycin?

The CAS registry number of Rebeccamycin is 93908-02-2.

What is the molecular formula and weight of Rebeccamycin?

The molecular formula of Rebeccamycin is C27H21Cl2N3O7 and its molar mass is 570.39 g/mol.

Is Rebeccamycin hazardous?

No GHS hazard classification for Rebeccamycin is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Rebeccamycin?

Rebeccamycin is usually classified under HS code 293499 (Nucleic acids and their salts, whether or not chemically defined, other heterocyclic…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Rebeccamycin?

CompoundList lists 3 suppliers of Rebeccamycin in Australia, China and United Kingdom. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Rebeccamycin?

Suppliers quote Rebeccamycin on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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