Sangivamycin

HCID 14978

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Basic information

CAS: 18417-89-5
Standard SMILES: NC(=O)c1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c2ncnc(N)c12
InChIKey: OBZJZDHRXBKKTJ-JTFADIMSSA-N
Molecular formula: C12H15N5O5
Average molar mass: 309.28 g/mol
Monoisotopic mass: 309.1073186

Overview

Sangivamycin is a nucleoside analogue that is adenosine in which the nitrogen at position 7 is replaced by a carbamoyl-substituted carbon. It is a potent inhibitor of protein kinase C. It has a role as a protein kinase inhibitor. It is functionally related to an adenosine.

Names & identifiers

Preferred name: Sangivamycin
IUPAC: 4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carboxamide
English name: SANGIVAMYCIN
Molecular formula: C12H15N5O5
Molecular weight: 309.28

Names & synonyms

sangivamycin18417-89-57-Deazaadenosine-7-carboxamideNSC-65346L8YQ8Z3T9T4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carboxamide4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine-5-carboxamideCHEBI:85997DTXSID6010281184-amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide4-amino-5-carboxamido-7-(D-ribofuranosyl)-pyrrolo-(2,3-d)pyrimidine7H-Pyrrolo(2,3-d)pyrimidine-5-carboxamide, 4-amino-7-beta-D-ribofuranosyl-

Show more names

b90912b-14437BA-90912ski27013morimycinantibioticb-14437Antibiotic BA-90912Sangivamycin, 10 mM in DMSO

4-amino-7-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)pyrrolo(2,3-d)pyrimidine-5-carboxamideRefChem:181153DTXCID0015136903nynBRN 06263554-amino-7-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamideAntibiotic B-14437UNII-L8YQ8Z3T9T

Database identifiers

CAS: 18417-89-5
PubChem CID: 14978
DTXSID: DTXSID601028118
ChEMBL: CHEMBL101892
ChEBI: CHEBI:85997
UNII: L8YQ8Z3T9T
EC Number: 634-052-6
Nikkaji: J49.678B

Properties

Computed structural properties

XLogP: -2.5
Topological polar surface area: 170 Å²
Hydrogen bond donors: 5
Hydrogen bond acceptors: 8
Rotatable bonds: 3
Heavy atoms: 22
Formal charge: 0
Complexity: 440

Experimental & physicochemical properties

DrugsPharmaceuticals -> Antibiotics

LogP-0.87

Physicochemical properties

Melting point: 260 °C · 260°C
Boiling point: 449.56 °C · 449.56°C (rough estimate)
Density: 1.312 · 1.3120 (rough estimate)
refractive index: 1.65 · 1.6500 (estimate)
storage temp.: 2 · 2-8°C
solubility: 0.5 M · 0.5 M HCl: complete5 mg/ml
pka: 12.38 · 12.38±0.70(Predicted)
form: White solid
color: White to off-white
Stability: Hygroscopic
FDA UNII: 8 YQ8Z3T9T · L8YQ8Z3T9T
Symbol(GHS): 6 · GHS06
Signal word: Danger
Hazard statements: 300 · H300
Precautionary statements: 308 · P308+P311
Hazard Codes: T+
Risk Statements: 26 · 26/27/28
Safety Statements: 36 · 36/37/39-45
RIDADR: 2811 · UN 2811 6.1/PG 2
WGK Germany: 3 · 3
RTECS: 9355000 · UY9355000

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 2 (100%)

Safety data

wgk: 3
rtecs: UY9355000
ridadr: UN 2811 6.1/PG 2
risk_code: 26/27/28
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: T+
safety_code: 36/37/39-45
Hazard statements: H300
Precautionary statements: P308+P311

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms.

Substances that inhibit the growth or reproduction of BACTERIA.

Applications

UsesSangivamycin is a cytotoxic purine nucleoside.

Suppliers31 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

Shaanxi Cuikang Pharmaceutical Technology Co., Ltd+86-13119157289 · [email protected]

南京百芙利科技有限责任公司25-25-58740604 15951658055 · [email protected]

Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [email protected]

上海相辉医药科技有限公司13761987713; 13761987713 · [email protected]

Additional notes

DefinitionChEBI: A nucleoside analogue that is adenosine in which the nitrogen at position 7 is replaced by a carbamoyl-substituted carbon. It is a potent inhibitor of protein kinase C.

Related reactions

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Compound notes

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