Sibiromycin
Modify Date: 2025-08-25 13:16:50
Sibiromycin structure
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Common Name | Sibiromycin | ||
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| CAS Number | 12684-33-2 | Molecular Weight | 473.51900 | |
| Density | 1.41g/cm3 | Boiling Point | 755.7ºC at 760 mmHg | |
| Molecular Formula | C24H31N3O7 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 410.8ºC | |
Use of SibiromycinSibiromycin is a naturally produced glycosylated pyrrolobenzodiazepines (PBDs). Sibiromycin is also a potent antitumor antibiotic that binds covalently to DNA in the minor groove at the NH2 of guanine[1][2]. |
| 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 |
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| Synonym | More Synonyms |
| Description | Sibiromycin is a naturally produced glycosylated pyrrolobenzodiazepines (PBDs). Sibiromycin is also a potent antitumor antibiotic that binds covalently to DNA in the minor groove at the NH2 of guanine[1][2]. |
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| Related Catalog | |
| In Vitro | Pyrrolobenzodiazepines (PBDs) are sequence selective DNA alkylating agents with remarkable antineoplastic activity[1]. Alkylation of DNA by anthramycin, sibiromycin and tomaymycin is sequence specific with the following trend for binding preference 5′-Pu-G-Pu>5′-Py-G-Pu>5′-Pu-G-Py>5′-Py-G-Py[1]. Sibiromycin shows cytotoxicity against L1210 (leukemia), ADJ/PC6 (plasmacytoma) and CH1 (ovarian) cells with IC50s of ranging 0.000017 ~0.0029 μM[1]. |
| References |
| Density | 1.41g/cm3 |
|---|---|
| Boiling Point | 755.7ºC at 760 mmHg |
| Molecular Formula | C24H31N3O7 |
| Molecular Weight | 473.51900 |
| Flash Point | 410.8ºC |
| Exact Mass | 473.21600 |
| PSA | 145.44000 |
| LogP | 1.99250 |
| Vapour Pressure | 5.32E-24mmHg at 25°C |
| Index of Refraction | 1.662 |
| InChIKey | RAGFPHFDFVNLCG-INYQBOQCSA-N |
| SMILES | CC=CC1=CN2C(=O)c3cc(OC4OC(C)C(NC)C(C)(O)C4O)c(C)c(O)c3NC(O)C2C1 |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
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Name: Cytotoxicity against human K562 cells after 96 hrs by alamar blue assay
Source: ChEMBL
Target: K562
External Id: CHEMBL1166706
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Name: Binding affinity to calf thymus DNA assessed as change in melting temperature after 1...
Source: ChEMBL
Target: Calf thymus DNA
External Id: CHEMBL1166705
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Name: Binding affinity to calf thymus DNA assessed as change in melting temperature after 4...
Source: ChEMBL
Target: Calf thymus DNA
External Id: CHEMBL1166702
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Name: Growth inhibition of human NCI60 cells after 48 hrs by SRB assay
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL1166701
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| Sibiromycin |
| C24H31N3O7 |
| Sybiromycin |