CompoundList
Sign in
Alkaloids

Anthramycin

Also known as Antramycin, Antramycinum, Antramicina

CAS 4803-27-4Formula C16H17N3O4Molar mass 315.33 g/mol
Get quotes Safety data
Anthramycin chemical structure, C16H17N3O4, CAS 4803-27-4
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
4803-27-4
Formula
C16H17N3O4
Molar mass
315.33 g/mol
HS code
293980
Category
Alkaloids

What is Anthramycin?

Plain description, key identifiers and synonyms

Anthramycin is a member of the class of pyrrolobenzodiazepines that is (11aS)-5,10,11,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine substituted at positions 2, 5, 8, 9 and 11R by a (1E)-3-amino-3-oxoprop-1-en-1-yl, oxo, methyl, hydroxy and hydroxy groups, respectively. It is a natural product isolated from Streptomyces refuineus subsp. thermotolerans. It has a role as an alkylating agent, a toxin, an antibacterial agent, an antineoplastic agent and a bacterial metabolite. It is a pyrrolobenzodiazepine, a primary amide, a member of phenols and an enamide.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(E)-3-[(6R,6aS)-4,6-dihydroxy-3-methyl-11-oxo-5,6,6a,7-tetrahydropyrrolo[2,1-c][1,4]benzodiazepin-8-yl]prop-2-enamide
CAS number
4803-27-4 CAS number cross-checked
Molecular formula
C16H17N3O4
UNII
0WZD9Y66WN
InChIKey
VGQOVCHZGQWAOI-YQRHFANHSA-N
InChI
InChI=1S/C16H17N3O4/c1-8-2-4-10-13(14(8)21)18-15(22)11-6-9(3-5-12(17)20)7-19(11)16(10)23/h2-5,7,11,15,18,21-22H,6H2,1H3,(H2,17,20)/b5-3+/t11-,15+/m0/s1
Canonical SMILES
Cc1ccc2c(c1O)NC(O)C1CC(C=CC(N)=O)=CN1C2=O
Isomeric SMILES
CC1=C(C2=C(C=C1)C(=O)N3C=C(C[C@H]3[C@H](N2)O)/C=C/C(=O)N)O

Synonyms

  • Antramycin
  • Antramycinum
  • Antramicina
  • Antramycine
  • Ro 5-9000
  • 2-Propenamide, 3-(5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo(2,1-c)(1,4)benzodiazepin-2-yl)-, (E)-
  • 2-Propenamide, 3-(5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo(2,1-c)(1,4)benzodiazepin-2-yl)-, (11R-(2(E),11alpha,11abeta))-
  • 3-(5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1h-pyrrolo(2,1-c)(1,4)benzodiazepin-2-yl)-2-propenamide
  • (E)-3-[(6R,6aS)-4,6-dihydroxy-3-methyl-11-oxo-5,6,6a,7-tetrahydropyrrolo[2,1-c][1,4]benzodiazepin-8-yl]prop-2-enamide
  • (E)-5,10,11,11a-Tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo(2,1-c)(1,4)-benzodiazepine-2-acrylamide
  • (E)-5,10,11,11a-Tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo[2,1-c][1,4]-benzodiazepine-2-acrylamide
  • (2E)-3-((11R,11as)-5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo(2,1-c)(1,4)benzodiazepin-2-yl)-2-propenamide
  • (2E)-3-[(11R,11aS)-9,11-dihydroxy-8-methyl-5-oxo-5,10,11,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-2-yl]prop-2-enamide
  • 1H-Pyrrolo(2,1-c)(1,4)benzodiazepine-2-acrylamide, 5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-, (E)-

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
315.33 g/molcalc.
Exact mass
315.1219 Dacalc.
LogP (octanol/water)
0.58calc.
Topological polar surface area
115.9 Ųcalc.
Hydrogen bond donors
4calc.
Hydrogen bond acceptors
5calc.
Rotatable bonds
2calc.
Heavy atoms
23calc.
Rings
3calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.25calc.
Formal charge
0calc.
Stereocentres
2calc.
Lipinski rule of five
Passes (0 violations)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=C1c2ccccc2NCC2CC=CN12

O=C1c2ccccc2NCC2CC=CN12

3 rings, 15 atoms.

12 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.

Anthramycin suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

No supplier listings yet

Post one free request and suppliers who make or trade Anthramycin can send you quotes. Your contact details stay private until you accept a quote.

Request quotesSell this chemical

Anthramycin price

Indicative price range per kg from live supplier offers

No published prices right now

Suppliers quote this chemical on request. Send one free request and compare quotes side by side.

Get latest price

Uses and applications

What the substance is used for, by industry and function

Pharmacological actions

  • Antibiotics, Antineoplastic

Roles

  • aetiopathogenetic role
  • alkylating agent
  • antibacterial agent
  • antimicrobial agent
  • antineoplastic agent
  • bacterial metabolite
  • genotoxin
  • metabolite
  • mutagen
  • pharmaceutical
  • poison
  • prokaryotic metabolite
  • toxin

Pharmacology

Anthramycin is a pyrrolo(1,4)benzodiazepine antineoplastic antibiotic isolated from the bacterium Streptomyces refuineus var. thermotolerans. Anthramycin binds covalently to guanine in the minor groove of DNA, thereby inhibiting DNA replication and RNA and protein synthesis. (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 Anthramycin is traded under.

HS 2939.80Indicative HS code

Natural or reproduced by synthesis, and their salts, esters and other derivatives not elsewhere classified…

World exports in 2024
$49.3M
+13.2% vs 2023, imports $61.4M
2019 to 2024
Top exporters
  1. China31.7%
  2. India * partner reported23.1%
  3. South Africa7.8%
Top importers
  1. Austria28.6%
  2. United States11.9%
  3. United Kingdom7.9%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Anthramycin is indicative (it is known at chapter level only). Confirm the classification with your customs broker before shipping.

Frequently asked questions

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

What is Anthramycin?

Anthramycin is a member of the class of pyrrolobenzodiazepines that is (11aS)-5,10,11,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine substituted at positions 2, 5, 8, 9 and 11R by a (1E)-3-amino-3-oxoprop-1-en-1-yl, oxo, methyl, hydroxy and hydroxy groups, respectively.

What is the CAS number of Anthramycin?

The CAS registry number of Anthramycin is 4803-27-4.

What is the molecular formula and weight of Anthramycin?

The molecular formula of Anthramycin is C16H17N3O4 and its molar mass is 315.33 g/mol.

What is Anthramycin used for?

Known uses and roles of Anthramycin include aetiopathogenetic role, alkylating agent, antibacterial agent, antimicrobial agent, antineoplastic agent and 9 more.

Is Anthramycin hazardous?

No GHS hazard classification for Anthramycin 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 Anthramycin?

Anthramycin is usually classified under HS code 293980 (Alkaloids, natural or reproduced by synthesis, and their salts, ethers, esters and other…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Anthramycin?

Post a free request on CompoundList and suppliers of Anthramycin will send you quotes. Your contact details stay private until you accept a quote.

What is the price of Anthramycin?

Suppliers quote Anthramycin 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

Practical guides that help when you source, ship or handle Anthramycin

Get quotes for Anthramycin

Post one free request with your grade, quantity and destination. Matching suppliers send quotes you can compare side by side.
Post a request Sell Anthramycin
Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
Embed this structure on your websiteShow code

Paste this code into your page to show the 2D structure of Anthramycin with a 3D view, its CAS number and a link back to this page. Free to use with the link kept.

<iframe src="https://www.compoundlist.com/embed/structure/anthramycin-4803-27-4" title="Anthramycin structure on CompoundList" width="360" height="420" style="border:1px solid #E7E2DA;border-radius:12px;max-width:100%" loading="lazy" referrerpolicy="strict-origin-when-cross-origin"></iframe>
Preview the embed

Explore more in Alkaloids or HS code 293980

Price on request
Free quotes, contact stays private
Get quotes