Jaspisamide A|(10R,11S,14R,16R,20R,21S,24E)-14,16-dihydroxy-20-[(2R,3R,7S,8R,10E)-11-[(hydroxymethyl)(methyl)amino]-2,8-dimethoxy-3,7-dimethyl-6-oxoundec-10-en-1-yl]-10-methoxy-11,21-dimethyl-3,7,19...

General Information

Structure

Molecular Formula

C₄₄H₆₄N₄O₁₃

Molecular Mass

856.99796

Exact Mass

856.44698813

Charge

InChI

InChI=1S/C44H64N4O13/c1-26-12-9-10-14-40-45-33(23-58-40)43-47-34(24-60-43)44-46-32(22-59-44)42(57-8)29(4)36(53)19-30(50)18-31(51)20-41(54)61-39(26)21-38(56-7)27(2)15-16-35(52)28(3)37(55-6)13-11-17-48(5)25-49/h10-11,14,17,22-24,26-31,37-39,42,49-51H,9,12-13,15-16,18-21,25H2,1-8H3/b14-10+,17-11+/t26-,27+,28+,29+,30+,31+,37+,38+,39+,42+/m0/s1

InChIKey

VMTDLKOWOZYTPX-CQJHWTDNSA-N

Canonic Smiles

CO[C@@H]([C@@H](CCC(=O)[C@H]([C@@H](C/C=C/N(CO)C)OC)C)C)C[C@H]1OC(=O)C[C@H](O)C[C@@H](O)CC(=O)[C@@H](C)[C@H](OC)c2coc(c3nc(c4nc(/C=C/CC[C@@H]1C)oc4)oc3)n2

Isomeric Smiles

CO[C@H](C[C@H]1OC(=O)C[C@H](O)C[C@@H](O)CC(=O)[C@@H](C)[C@H](OC)c2coc(n2)c2coc(n2)c2coc(/C=C/CC[C@@H]1C)n2)[C@H](C)CCC(=O)[C@@H](C)[C@@H](C/C=C/N(C)CO)OC

Calculated Properties

JChem

Acid pKa

13.971223

H Acceptors

H Donor

LogD (pH = 5.5)

4.2104855

LogD (pH = 7.4)

4.2447677

Log P

4.2452226

Molar Refractivity

244.0354

Polarizability

88.290825

Polar Surface Area

230.15

Rotatable Bonds

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

3.73

LOG S

-4.61

Solubility (Water)

2.13e-02 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

Jaspisamide A

IUPAC name

(10R,11S,14R,16R,20R,21S,24E)-14,16-dihydroxy-20-[(2R,3R,7S,8R,10E)-11-[(hydroxymethyl)(methyl)amino]-2,8-dimethoxy-3,7-dimethyl-6-oxoundec-10-en-1-yl]-10-methoxy-11,21-dimethyl-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.1^{2,5}.1^{6,9}]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaene-12,18-dione

IUPAC Traditional name

Names and Identifiers

Registration numbers

PubChem SID

16096693046504632

PubChem CID

46936806

Registration numbers

Properties

No Data Available

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