Sibiromycin

CAT: 0013-GTR19189771-02Size: 1 mgDry Ice: NoHazardous: No

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CAT#:0013-GTR19189771-02Size:1 mg

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Description

Sibiromycin is a natural glycosylated pyrrolobenzodiazepine (PBD) antitumor antibiotic. It functions by forming covalent adducts with guanine residues in the DNA minor groove. This mechanism supports its investigation in biochemical assays and as a lead compound for anticancer drug development in preclinical research.

CAS Number

12684-33-2

Field of Research

Infectious Disease & Virology, Molecular Biology

Smiles

[H][C@@]12CC (\C=C\C) =CN1C (=O) c1cc (O[C@@H]3O[C@@H] (C) [C@H] (NC) [C@@] (C) (O) [C@H]3O) c (C) c (O) c1N[C@@H]2O |c:6|

Molecular Formula

C24H33N3O7

Molecular Weight

475.542

Storage Conditions

-20°C

Notes

For research use only.

Chemical Information

Sibiromycin

Sibiromycin is an aminoglycoside antibiotic produced by Streptosporangium sibiricum that also exhibits antitumour properties. It has a role as an antineoplastic agent and a bacterial metabolite. It is a pyrrolobenzodiazepine, an aminoglycoside antibiotic, a member of phenols and a hemiaminal.

CAS Number	12684-33-2
PubChem CID	6437361
IUPAC Name	(6R,6aS)-2-[(2S,3R,4R,5S,6S)-3,4-dihydroxy-4,6-dimethyl-5-(methylamino)oxan-2-yl]oxy-4,6-dihydroxy-3-methyl-8-[(E)-prop-1-enyl]-5,6,6a,7-tetrahydropyrrolo[2,1-c][1,4]benzodiazepin-11-one
Molecular Formula	C24H33N3O7
Molecular Weight	475.5
XLogP	0.5
Topological Polar Surface Area	144
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	4
Heavy Atom Count	34
Formal Charge	0
Complexity	837

SMILES

C/C=C/C1=CN2[C@@H](C1)[C@H](NC3=C(C(=C(C=C3C2=O)O[C@H]4[C@@H]([C@]([C@H]([C@@H](O4)C)NC)(C)O)O)C)O)O

InChI

InChI=1S/C24H33N3O7/c1-6-7-13-8-15-21(30)26-17-14(22(31)27(15)10-13)9-16(11(2)18(17)28)34-23-20(29)24(4,32)19(25-5)12(3)33-23/h6-7,9-10,12,15,19-21,23,25-26,28-30,32H,8H2,1-5H3/b7-6+/t12-,15-,19-,20-,21+,23-,24+/m0/s1

InChIKey

RAGFPHFDFVNLCG-INYQBOQCSA-N

Chemical Structure

2D Structure

CAS: 12684-33-2

CID: 6437361

Formula: C24H33N3O7

MW: 475.5

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	475.5
XLogP3	0.5
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	4
Exact Mass	475.23185040
Monoisotopic Mass	475.23185040
Topological Polar Surface Area	144 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	837
Isotope Atom Count	0
Defined Atom Stereocenter Count	7
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
T38673	Sibiromycin

Sibiromycin

Chemical Information

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