Latrunculin A

Details

• Internal ID: d252b1d6-6394-413b-8a5b-6366763f7f63
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one
• InChI: InChI=1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/b4-3+,7-5-,16-11-/t15-,17-,18-,19+,22-/m1/s1
• InChI Key: DDVBPZROPPMBLW-IZGXTMSKSA-N
• Popularity: 627 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₁NO₅S
• Molecular Weight: 421.60 g/mol
• Exact Mass: 421.19229426 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 3.70

Synonyms

• LAT-A
• 76343-93-6
• LatA
• (+)-latrunculin A
• NSC 613011
• SRQ9WWM084
• CHEBI:69136
• NSC613011
• NSC-613011
• (4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one
• 2-Thiazolidinone, 4-((1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo(13.3.1)nonadeca-4,8,10-trien-17-yl)-, (4R)-
• (R)-4-((1R,4Z,8E,10Z,12S,15R,17R)-17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl)thiazolidin-2-one
• UNII-SRQ9WWM084
• C22H31NO5S
• 2-Thiazolidinone, 4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-, (4R)-
• LATRUNCULIN
• LATRUNCULIN A [MI]
• CHEMBL404116
• SCHEMBL12998892
• BDBM65515
• DTXSID90893488
• Latrunculin A, Latrunculia magnifica
• HB0375
• AKOS024457907
• DB02621
• 2-Thiazolidinone, 4-(17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo(13.3.1)nonadeca-4,8,10-trien-17-yl)-, (1R*,4Z,8E,10Z,12S*,15R*,17R*(R*))-(+)-
• HY-16929
• CS-0012976
• Q4255014
• (4R)-4-[(1R,4S,5Z,7E,11Z,15R,17R)-17-hydroxy-4,11-dimethyl-13-oxo-14,18-dioxabicyclo[13.3.1]nonadeca-5,7,11-trien-17-yl]thiazolidin-2-one
• 2-THIAZOLIDINONE, 4-(17-HYDROXY-5,12-DIMETHYL-3-OXO-2,16-DIOXABICYCLO(13.3.1)NONADECA-4,8,10-TRIEN-17-YL)-, (1R-(1R*,4Z,8E,10Z,12S*,15R*,17R*(R*)))-
• 2-Thiazolidinone,12-dimethyl-3-oxo-2,16- dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl)-, [1R-[1R*,4Z,8E,10Z,12S*,15R*,17R*(R*)]]-
• 4-[(1R,4Z,8E,10Z,12S,15R, 17R)-17-Hydroxy-5,12-dimethyl-3-oxo -2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17 -yl)-2-thiazolidinone
• 4-[(1R,4Z,8E,10Z,12S,15R, 17R)-17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl)-2-thiazolidinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.98%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.08%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.99%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.26%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.74%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	90.32%	89.63%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.66%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.09%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.05%	96.09%
CHEMBL1871	P10275	Androgen Receptor	86.25%	96.43%
CHEMBL4208	P20618	Proteasome component C5	83.21%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.42%	94.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.12%	86.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 445420
• LOTUS: LTS0048733
• wikiData: Q4255014