Name: Vancomycin
SKU: 1404-90-6

Products Categories

Pharmaceutical (132)
Others (23)
Organic Chemicals (15)
Reagent (6)
Materials (3)
Plant Extract (3)

Basic Information

Molecular Structure:
CAS No.:	1404-90-6
Name:	Vancomycin

Formula:	C₆₆H₇₅Cl₂N₉O₂₄
Molecular Weight:	1449.27
Synonyms:	22H-8,11:18,21-Dietheno-23,36-(iminomethano)-13,16:31,35-dimetheno-1H,16H-[1,6,9]oxadiazacyclohexadecino[4,5-m][10,2,16]benzoxadiazacyclotetracosine-26-carboxylicacid, 3-(2-amino-2-oxoethyl)-44-[[2-O-(3-amino-2,3,6-trideoxy-3-C-methyl-a-L-lyxo-hexopyranosyl)-b-D-glucopyranosyl]oxy]-10,19-dichloro-2,3,4,5,6,7,23,24,25,26,36,37,38,38a-tetradecahydro-7,22,28,30,32-pentahydroxy-6-[[4-methyl-2-(methylamino)-1-oxopentyl]amino]-2,5,24,38,39-pentaoxo-,[3S-[3R,6S(S),7S,22S,23R,26R,36S,38aS*]]-;Diatracin;Vancocin;VancocinCP;Vancocine;Vancoled;Vancoplus;
EINECS:	215-772-6
Density:	1.657 g/cm³
Appearance:	Almost white powder
PSA:	530.49000
LogP:	4.73460

Synthetic route

: UDP-vancosamine

: 101485-50-1
desvancosaminyl vancomycin

: 1404-90-6
vancomycin

Conditions

Conditions	Yield
With tris(2-carboxyethyl)phosphine; glycosyltransferase GtfD; bovine serum albumin In glycerol at 37℃; for 1.5h; Enzymatic reaction;	87%

: C82H87Cl2N9O28

: 1404-90-6
vancomycin

Conditions

Conditions	Yield
With ammonium bicarbonate; palladium on activated charcoal In acetic acid at 23℃; for 4h; Hydrogenolysis;	81%
With ammonium formate; acetic acid; 10percent Pd/C In methanol at 23℃; for 4h;	81%

: 216668-88-1
N,N'-dialloc-tri-O-allyl vancomycin allyl ester

: 1404-90-6
vancomycin

Conditions

Conditions	Yield
With bis(triphenylphosphine)palladium(II) dichloride; tri-n-butyl-tin hydride In acetic acid; N,N-dimethyl-formamide for 0.166667h; Ambient temperature;	78%

: vancomycin - Nα,Nε-diacetyl-L-Lys-D-Ala-D-Ala - complex

A: 24570-39-6
(R)-2-[(R)-2-((S)-2,6-Bis-acetylamino-hexanoylamino)-propionylamino]-propionic acid

B: 1404-90-6
vancomycin

Conditions

Conditions	Yield
With sodium citrate at 25℃; Equilibrium constant; pH 5.1;

: vancomycin - Nα-(fluoresceinylthiocarbamoyl)-Nω-acetyl-L-Lys-D-Ala-D-Ala complex

A: 1404-90-6
vancomycin

B: Nα-(fluoresceinylthiocarbamoyl)-Nω-acetyl-L-Lys-D-Ala-D-Ala

Conditions

Conditions	Yield
With sodium citrate at 25℃; Equilibrium constant; pH 5.1;

: N-Demethylvancomycin

(S)-adenosyl-L-methionine: (S)-adenosyl-L-methionine

: 1404-90-6
vancomycin

Conditions

Conditions	Yield
With Tris-HCl buffer; N-methyltransferase at 25℃; for 24h; pH=7.5; Methylation; Enzymatic reaction;

: C67H77Cl2N9O24

: 1404-90-6
vancomycin

Conditions

Conditions	Yield
With lithium hydroxide; water In tetrahydrofuran at 0℃; for 0.333333h; Hydrolysis;

: 101485-50-1
desvancosaminyl vancomycin

: 755033-86-4
thymidine 5'-(3-amino-2,3,6-trideoxy-3C-methyl-β-L-lyxo-hexopyranosyl diphosphate)

: 1404-90-6
vancomycin

Conditions

Conditions	Yield
With glycosyltransferase GtfD Enzyme kinetics; Further Variations:; Reagents;

: 1404-90-6
vancomycin

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: C96H95Cl2N9O28

Conditions

Conditions	Yield
With sodium hydrogencarbonate In 1,4-dioxane; water	100%

: 87156-40-9
1-amino-2-azidoethane

: 1404-90-6
vancomycin

: C68H79Cl2N13O23

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide; N,N-dimethyl-formamide at 0 - 23℃;	100%

Total:136 Page 1 of 4 1 2 3 4 Next>>

Post a RFQ

Cas No.:

Product Name:

Quantity:

Email:

Company name:

Valid Period:

Detailed Requirements:

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

What can I do for you?
Get Best Price

Get Best Price for 1404-90-6

History

Vancomycin (CAS NO.1404-90-6) was first isolated by EC Kornfeld (working at Eli Lilly) from a soil sample collected from the interior jungles of Borneo by a missionary. The organism that produced it was eventually named Amycolatopsis orientalis.
The compound was initially labelled compound 05865, but was eventually given the generic name, vancomycin (derived from the word "vanquished").In 1958 ,The rapid development of penicillin-resistance by staphylococci led to the compound being fast-tracked for approval by the FDA . Eli Lilly first marketed vancomycin hydrochloride under the trade name Vancocin.

Specification

The Vancomycin, with the CAS registry number 1404-90-6, has the systematic name of (1S,2R,18R,19R,22S,25R,28R,40S)-48-{[(2S,3R,4S,5S,6R)-3-{[(2S,4S,5S,6S)-4-amino-5-hydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-22-(2-a mino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-{[(2R)-4-methyl-2-(methylamino)pentanoyl]amino}-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2~3,6~.2~14,17~ .1~8,12~.1~29,33~.0~10,25~.0~34,39~]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49-pentadecaene-40-carboxylic acid (non-preferred name).

The physical properties of this chemical are as below: (1)# of Rule of 5 Violations: 3; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 33; (7)#H bond donors: 21; (8)#Freely Rotating Bonds: 23; (9)Polar Surface Area: 530.49; (10)Index of Refraction: 1.735; (11)Molar Refractivity: 350.837 cm³; (12)Molar Volume: 874.685 cm³; (13)Polarizability: 139.083×10^-24 cm³; (14)Surface Tension: 105.146 dyne/cm; (15)Density: 1.657 g/cm³; (16)Exact Mass: 1447.4302; (17)MonoIsotopic Mass: 1447.4302; (18)Topological Polar Surface Area: 531; (19)Heavy Atom Count: 101; (20)Complexity: 2960.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9C(NC(=O)C(C(C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)O) O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)(C)N)O
(2)Isomeric SMILES: C[C@H]1[C@H]([C@@](C[C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H](C(=O)N[C@H](C(=O)N[C@H]5C(=O)N[C@@H]7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9[C@H](NC(=O)[C@H]([C@@H](C1=CC(=C(O4)C=C1)Cl)O)NC7=O)(=O)O)O)O)CC(=O)N)NC(=O)[C@@H](CC(C)C)NC)O)Cl)CO)O)O)(C)N)O
(3)InChI: InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14- 26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-/m0/s1
(4)InChIKey: MYPYJXKWCTUITO-LYRMYLQWSA-N

Below are the toxicity information of this chemical:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
infant	TDLo	intravenous	30mg/kg/20M-C (30mg/kg)	LUNGS, THORAX, OR RESPIRATION: CYANOSIS CARDIAC: OTHER CHANGES	Archives of Disease in Childhood. Vol. 73, Pg. F123, 1995.
infant	TDLo	intravenous	119mg/kg (119mg/kg)	CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Journal of Toxicology, Clinical Toxicology. Vol. 34, Pg. 83, 1996.
infant	TDLo	intravenous	295mg/kg/3D-I (295mg/kg)	KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS	Journal of Toxicology, Clinical Toxicology. Vol. 30, Pg. 285, 1992.
man	TDLo	intravenous	15mg/kg/2H-C (15mg/kg)	VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Annals of Pharmacotherpy. Vol. 33, Pg. 1043, 1999.
mouse	LD50	intraperitoneal	1734mg/kg (1734mg/kg)		"Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967Vol. -, Pg. 675, 1967.
mouse	LD50	intravenous	430mg/kg (430mg/kg)		Journal of Antibiotics. Vol. 43, Pg. 913, 1990.
mouse	LD50	subcutaneous	5gm/kg (5000mg/kg)		"CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 1, Pg. 315, 1980.
women	TDLo	intravenous	15mg/kg/90M-C (15mg/kg)	SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE"	New England Journal of Medicine. Vol. 313, Pg. 756, 1985.
women	TDLo	intravenous	170mg/kg/19D- (170mg/kg)	BLOOD: AGRANULOCYTOSIS	Canadian Medical Association Journal. Vol. 132, Pg. 39, 1985.
women	TDLo	multiple routes	30mg/kg/2D-I (30mg/kg)	SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"	Annals of Internal Medicine. Vol. 115, Pg. 410, 1991.

1404-90-6

Refine

Country

Business Type

Certificate

Display

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

1404-90-6

History

Specification