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76168-82-6

Basic Information
CAS No.: 76168-82-6
Name: Ramoplanin
Molecular Structure:
Molecular Structure of 76168-82-6 (Ramoplanin)
Formula: C106H170ClN21O30
Molecular Weight: 2254.0597
Synonyms: A 16686;A16686A;Antibiotic A 16686;MDL 62198;
EINECS: N/A
Density: N/A
Melting Point: 210-230°
Boiling Point: N/A
Flash Point: N/A
Solubility: N/A
Appearance: N/A
Hazard Symbols: Xi
Risk Codes: 41
Safety: 26-39
Transport Information: N/A
PSA: 852.29000
LogP: 3.50660
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Specification

The Ramoplanin is a glycolipodepsipeptide antibiotic drug with the formula C106H170ClN21O30. With the CAS registry number 76168-82-6, its IUPAC name is 2-[[(2R)-2-[[(2S)-2-[[2-[[2-[[(2S,3S)-2-[[2-[[(2R)-5-amino-2-[[(2S)-2-[[(2S,3S)-2-[[(2R)-2-[[(2R)-2-[[(2R,3S)-2-[[(2R)-5-amino-2-[[(2R)-2-[[4-amino-2-[[(2S)-4-amino-2-[[(2Z,4Z)-octa-2,4-dienoyl]amino]-4-oxobutanoyl]amino]-4-oxobutanoyl]amino]-2-(4-hydroxycyclohexyl)acetyl]amino]pentanoyl]amino]-3-hydroxybutanoyl]amino]-2-(4-hydroxycyclohexyl)acetyl]amino]-2-(4-hydroxycyclohexyl)acetyl]amino]-3-hydroxybutanoyl]amino]-3-phenylpropanoyl]amino]pentanoyl]amino]-2-(4-hydroxycyclohexyl)acetyl]amino]-3-hydroxybutanoyl]amino]-2-(4-hydroxycyclohexyl)acetyl]amino]acetyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]-2-(3-chloro-4-hydroxycyclohexyl)acetic acid. This chemical's classification codes are Anti-Bacterial Agents; Anti-Infective Agents; Antibacterial; Drug / Therapeutic. This chemical can be derived from strain ATCC 33076 of Actinoplanes.

Physical properties of Ramoplanin: (1)XLogP3-AA: -4.8; (2)H-Bond Donor: 31; (3)H-Bond Acceptor: 32; (4)Rotatable Bond Count: 61; (5)Tautomer Count: 1001; (6)Exact Mass: 2253.214456; (7)MonoIsotopic Mass: 2252.211101; (8)Topological Polar Surface Area: 852; (9)Heavy Atom Count: 158; (10)Formal Charge: 0; (11)Complexity: 4810; (12)Isotope Atom Count: 0; (13)Defined Atom StereoCenter Count: 15; (14)Undefined Atom StereoCenter Count: 7; (15)Defined Bond StereoCenter Count: 2; (16)Undefined Bond StereoCenter Count: 0; (17)Covalently-Bonded Unit Count: 1.

Uses of Ramoplanin: Its development has been fast tracked by the U.S. Food and Drug Administration as a treatment for multi-antibiotic resistant Clostridium difficile infection of the gastrointestinal tract, although it is unstable in the bloodstream and so can only be taken orally against GI tract infections.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCC=CC=CC(=O)NC(CC(=O)N)C(=O)NC(CC(=O)N)C(=O)NC(C1CCC(CC1)O)C(=O)NC(CCCN)C(=O)NC(C(C)O)C(=O)NC(C2CCC(CC2)O)C(=O)NC(C3CCC(CC3)O)C(=O)NC(C(C)O)C(=O)NC(CC4=CC=CC=C4)C(=O)NC(CCCN)C(=O)NC(C5CCC(CC5)O)C(=O)NC(C(C)O)C(=O)NC(C6CCC(CC6)O)C(=O)NCC(=O)NC(CC(C)C)C(=O)NC(C)C(=O)NC(C7CCC(C(C7)Cl)O)C(=O)O
(2)Isomeric SMILES: CCC/C=C\C=C/C(=O)N[C@@H](CC(=O)N)C(=O)NC(CC(=O)N)C(=O)N[C@H](C1CCC(CC1)O)C(=O)N[C@H](CCCN)C(=O)N[C@H]([C@H](C)O)C(=O)N[C@H](C2CCC(CC2)O)C(=O)N[C@H](C3CCC(CC3)O)C(=O)N[C@@H]([C@H](C)O)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)N[C@H](CCCN)C(=O)NC(C5CCC(CC5)O)C(=O)N[C@@H]([C@H](C)O)C(=O)NC(C6CCC(CC6)O)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C)C(=O)NC(C7CCC(C(C7)Cl)O)C(=O)O
(3)InChI: InChI=1S/C106H170ClN21O30/c1-8-9-10-11-15-22-80(140)114-75(50-78(110)138)96(147)118-76(51-79(111)139)97(148)124-86(60-25-36-66(133)37-26-60)102(153)117-72(21-17-46-109)92(143)120-83(56(6)130)100(151)126-89(63-31-42-69(136)43-32-63)105(156)127-88(62-29-40-68(135)41-30-62)104(155)121-82(55(5)129)99(150)119-74(48-58-18-13-12-14-19-58)95(146)116-71(20-16-45-108)93(144)123-87(61-27-38-67(134)39-28-61)103(154)122-84(57(7)131)101(152)125-85(59-23-34-65(132)35-24-59)98(149)112-52-81(141)115-73(47-53(2)3)94(145)113-54(4)91(142)128-90(106(157)158)64-33-44-77(137)70(107)49-64/h10-15,18-19,22,53-57,59-77,82-90,129-137H,8-9,16-17,20-21,23-52,108-109H2,1-7H3,(H2,110,138)(H2,111,139)(H,112,149)(H,113,145)(H,114,140)(H,115,141)(H,116,146)(H,117,153)(H,118,147)(H,119,150)(H,120,143)(H,121,155)(H,122,154)(H,123,144)(H,124,148)(H,125,152)(H,126,151)(H,127,156)(H,128,142)(H,157,158)/b11-10-,22-15-/t54-,55+,56+,57+,59?,60?,61?,62?,63?,64?,65?,66?,67?,68?,69?,70?,71-,72-,73+,74+,75+,76?,77?,82+,83-,84+,85?,86-,87?,88-,89-,90?/m1/s1
(4)InChIKey: FSBZBQUUCNYWOK-YIOPJBSBSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   Japanese Kokai Tokyo Koho Patents. Vol. #81-97237,
mouse LD50 intravenous 122mg/kg (122mg/kg)   Journal of Antibiotics. Vol. 37, Pg. 318, 1984.
rat LD50 oral 2gm/kg (2000mg/kg)   Journal of Antibiotics. Vol. 37, Pg. 318, 1984.