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Inherent Properties, Identifiers and References
ChemSpider ID: 12773
Empirical Formula: C46H58N4O9
Molecular Weight: 810.9741
Nominal Mass: 810 Da
Average Mass: 810.9741 Da
Monoisotopic Mass: 810.420379 Da
Quick Links: Permalink Similar Isomers
Systematic Name:
SMILES: O=C(OC)[C@]4(c2c(c1ccccc1n2)CCN3C[C@](O)(CC)C[C@H](C3)C4)c5c(OC)c​c6c(c5)[C@@]89[C@@H](N6C)[C@@](O)(C(=O)OC)[C@H](OC(=O)C)[C@@]7(/C​=C\CN([C@@H]78)CC9)CC
InChI: InChI=1/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-​49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56​-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)​46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-​20,23-26H2,1-7H3/t28-,37-,38+,39+,42-,43+,44+,45-,46-/m0/s1
InChIKey: JXLYSJRDGCGARV-CFWMRBGOBT
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Description

A synthetic route to vinblastine and its related analogs with an ethynyl group, which features a stereoselective coupling of an 11-membered key intermediate with vindoline has been described in this paper. See: DOI: 10.1021/ol702040y

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Natural Products
Synthesis
Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

212-734-0 [EINECS/ELINCS]

865-21-4 [RN]

EXAL

Leurosidi​ne

Methyl (3​aR,4R,5aR​,10bR,13a​R)-4-acet​oxy-3a-et​hyl-9-[(1​3S,15R,17​S)-17-eth​yl-17-hyd​roxy-13-(​methoxyca​rbonyl)-1​,11-diaza​tetracycl​o[13.3.1.​0~4,12~.0​~5,10~]no​nadeca-4(​12),5,7,9​-tetraen-​13-yl]-5-​hydroxy-8​-methoxy-​6-methyl-​3a,4,5,5a​,6,11,12,​13a-octah​ydro-1H-i​ndolizino​[8,1-cd]c​arbazole-​5-carboxy​late

VELBAN [Wiki]

vincaleuk​oblastine​, (2'beta​,4'beta)-

(2ALPHA,2​'BETA,3BE​TA,4ALPHA​,5BETA)-V​INCALEUKO​BLASTINE

(3aR-(3aa​lpha,4bet​a,5beta,5​abeta,9(3​R*,5S*,7R​*,9S*),10​bR*,13aal​pha))-met​hyl 4-(ac​etyloxy)-​3a-ethyl-​9-(5-ethy​l-1,4,5,6​,7,8,9,10​-octahydr​o-5-hydro​xy-9-(met​hoxycarbo​nyl)-2H-3​,7-methan​oazacyclo​undecino(​5,4-b)ind​ol-9-yl)-​3a,4,5,5a​,6,11,12,​13a-octah​ydro-5-hy​droxy-8-m​ethoxy-6-​methyl-1H​-indolizi​no(8,1-cd​)carbazol​e-5-carbo​xylate

143-67-9 ​[RN]

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Database ID(s)

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(Details...) Predicted Properties
LogP: ACD/LogP: 4.18
XLogP: 3.90
# of Rule of 5 Violations: 2
ACD/LogD (pH 5.5): 1.73 ACD/LogD (pH 7.4): 3.69
ACD/BCF (pH 5.5): 3.16 ACD/BCF (pH 7.4): 284.81
ACD/KOC (pH 5.5): 16 ACD/KOC (pH 7.4): 1440.47
#H bond acceptors: 13 #H bond donors: 3
#Freely Rotating Bonds: 12 Polar Surface Area: 121.24 Å2
Index of Refraction: 1.671 Molar Refractivity: 220.74 cm3
Molar Volume: 590 cm3 Polarizability: 87.5 10-24cm3
Surface Tension: 70.9 dyne/cm Density: 1.37 g/cm3
Flash Point: °C Enthalpy of Vaporization: kJ/mol
Boiling Point: °C at 760 mmHg Vapour Pressure: mmHg at 25°C
Descriptors: 0, 0, 0, 1, 0, 0, 0, 9, 3, 0, 2, 4, 31, 6, 16, 2, 15, 7, 3, 1, 2, 0, 0, 0
CategoryTargetPDB CodeLASSO Score
MetalloenzymesACE, angiotensin-converting enzyme;1o860.00
Other EnzymesAChE, acetylcholinesterase;1eve0.00
MetalloenzymesADA, adenosine deaminase;1stw0.00
Other EnzymesAmpC, AmpC beta-lactamase;1xgj0.00
Nuclear Hormone ReceptorsAR, androgen receptor;1xq20.00
KinasesCDK2, cyclindependent kinase 2;1ckp0.00
MetalloenzymesCOMT, catechol O-methyltransferase;1h1d0.00
Other Enzymescyclooxygenase-21cx20.00
Folate EnzymesDHFR, dihydrofolate reductase;3dfr0.00
KinasesEGFr, epidermal growth factor receptor;1m170.00
Nuclear Hormone ReceptorsER, estrogen receptor; agonist1l2i0.00
KinasesFGFr1, fibroblast growth factor receptor kinase;1agw0.00
Serine ProteasesFXa, factor Xa;1f0r0.00
Folate EnzymesGART, glycinamide ribonucleotide transformylase;1c2t0.00
Other EnzymesGPB, glycogen phosphorylase â;1a8i0.00
Other EnzymesHIVPR, HIV protease;1hpx0.01
Other EnzymesHIVRT, HIV reverse transcriptase;1rt10.00
Other EnzymesHMGR, hydroxymethylglutaryl-CoA reductase;1hw80.01
KinasesHSP90, human heat shock protein 90;1uy60.00
Nuclear Hormone ReceptorsMR, mineralocorticoid receptor;2aa20.01
Other EnzymesNA, neuraminidase;1a4g0.00
KinasesP38 MAP, P38 mitogen activated protein;1kv20.00
Other EnzymesPARP, poly(ADP-ribose) polymerase;1efy0.01
MetalloenzymesPDE5, phosphodiesterase 5;1xp00.01
KinasesPDGFrb, platelet derived growth factor receptor kinase;0.00
Other EnzymesPNP, purine nucleoside phosphorylase;1b8o0.00
Nuclear Hormone ReceptorsPPARg, peroxisome proliferator activated receptor ç;1fm90.03
Nuclear Hormone ReceptorsPR, progesterone receptor;1sr70.00
Nuclear Hormone ReceptorsRXRa, retinoic X receptor R;1mvc0.00
Other EnzymesSAHH, S-adenosyl-homocysteine hydrolase;1a7a0.00
KinasesSRC, tyrosine kinase SRC;2src0.01
Serine ProteasesThrombin1ba80.01
KinasesTK, thymidine kinase;1kim0.00
KinasesVEGFr2, vascular endothelial growth factor receptor;1vr20.00