Structure

Latrunculin b

CAS
76343-94-7
Catalog Number
ACM76343947
Category
Inhibitors
Molecular Weight
395.5
Molecular Formula
C20H29NO5S

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Specification

Description
Latrunculin B, an antimicrobial marine alkaloid, is an actin polymerization inhibitor.
Synonyms
(4R)-[(1R,4Z,8Z,10S,13R,15R)-15-Hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-2-thiazolidinone
IUPAC Name
(4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-Hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one
Canonical SMILES
CC1CCC2CC(CC(O2)(C3CSC(=O)N3)O)OC(=O)C=C(CCC=C1)C
InChI
InChI=1S/C20H29NO5S/c1-13-5-3-4-6-14(2)9-18(22)25-16-10-15(8-7-13)26-20(24,11-16)17-12-27-19(23)21-17/h3,5,9,13,15-17,24H,4,6-8,10-12H2,1-2H3,(H,21,23)/b5-3-,14-9-/t13-,15-,16-,17+,20-/m1/s1
InChI Key
NSHPHXHGRHSMIK-JRIKCGFMSA-N
Solubility
Soluble in DMSO
Appearance
Oil
Storage
Pure form-20°C, 3 years; In solvent-80°C, 6 months; -20°C, 1 month.
Complexity
634
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
5
Exact Mass
395.1766442
H-Bond Acceptor
5
H-Bond Donor
2
Heavy Atom Count
27
Hydrogen Bond Acceptor Count
6
Hydrogen Bond Donor Count
2
Isomeric SMILES
C[C@H]/1CC[C@@H]2C[C@H](C[C@@](O2)([C@@H]3CSC(=O)N3)O)OC(=O)/C=C(\CC/C=C1)/C
Monoisotopic Mass
395.1766442
Physical State
Powder
Rotatable Bond Count
1
Shipping
Can be shipped at room temperature, where not in use may vary.
Source
Red Sea sponge
Storage Conditions
Powder: -20°C for 3 years In solvent: -80°C for 2 years
Topological Polar Surface Area
110 Ų
What is the chemical formula of Latrunculin B?

The chemical formula of Latrunculin B is C20H29NO5S.

How is Latrunculin B stored?

Latrunculin B is stored at -20°C.

What is the solubility of Latrunculin B?

Latrunculin B is soluble in DMSO.

What is the color of Latrunculin B?

The color of Latrunculin B is light yellow.

What is the primary target of Latrunculin B?

The primary target of Latrunculin B is actin polymerization.

How long is Latrunculin B stable for after purchase?

Latrunculin B is stable for 1 year from the date of purchase as supplied.

What is the molecular weight of Latrunculin B?

The molecular weight of Latrunculin B is 395.51.

What is the primary source of Latrunculin B?

Latrunculin B is obtained from the Red Sea sponge Latrunculia magnifica.

How does Latrunculin B affect microfilament mediated processes?

Latrunculin B significantly disrupts microfilament mediated processes.

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