Valrubicin

The Valrubicin, with the CAS registry number 56124-62-0, is also known as Pentanoic acid,2-[(2S,4S)-1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-[[2,3,6-trideoxy-3-[(2,2,2-trifluoroacetyl)amino]-a-L-lyxo-hexopyranosyl]oxy]-2-naphthacenyl]-2-oxoethylester. It belongs to the product categories of Antineoplastic; Intermediates & Fine Chemicals; Pharmaceuticals. This chemical's molecular formula is C₃₄H₃₆F₃NO₁₃ and molecular weight is 723.64. What's more, its IUPAC name is called [2-Oxo-2-[(2S,4S)-2,5,12-trihydroxy-4-[5-hydroxy-6-methyl-4-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]oxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracen-2-yl]ethyl] pentanoate. Valrubicin is a chemotherapy drug used to treat bladder cancer. It is a semisynthetic analog of the anthracycline doxorubicin, and is administered by infusion directly into the bladder.

Physical properties about Valrubicin are: (1)ACD/LogP: 4.074; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): 4.06; (4)ACD/LogD (pH 7.4): 3.56; (5)ACD/BCF (pH 5.5): 714.93; (6)ACD/BCF (pH 7.4): 222.38; (7)ACD/KOC (pH 5.5): 3813.91; (8)ACD/KOC (pH 7.4): 1186.31; (9)#H bond acceptors: 14; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 15; (12)Polar Surface Area: 215.22 Å²; (13)Index of Refraction: 1.618; (14)Molar Refractivity: 164.769 cm³; (15)Molar Volume: 469.826 cm³; (16)Surface Tension: 72.58 dyne/cm; (17)Density: 1.54 g/cm³; (18)Flash Point: 478.575 °C; (19)Enthalpy of Vaporization: 132.12 kJ/mol; (20)Boiling Point: 867.711 °C at 760 mmHg; (21)Vapour Pressure: 0 mmHg at 25 °C.

Uses of Valrubicin: (1) it is used as chemotherapy drug used to treat cancer of the bladder; (2) it is used to produce other chemicals. For example, it can produce 9,10-Anhydro-N-(trifluoroacetyl)adriamycin 14-valerate. The reaction occurs with reagent trifluoroacetic anhydride and solvents diethyl ether, pyridine at ambient temperature. The yield is 85 %.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: FC(F)(F)C(=O)N[C@@H]5[C@H](O)[C@@H](O[C@@H](O[C@@H]4c3c(O)c2C(=O)c1c(OC)cccc1C(=O)c2c(O)c3C[C@@](O)(C(=O)COC(=O)CCCC)C4)C5)C
(2) InChI: InChI=1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14-,17-,19-,22-,27+,33-/m0/s1
(3) InChIKey: ZOCKGBMQLCSHFP-KQRAQHLDSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	109mg/kg (109mg/kg)		National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,