UCSF

ZINC03860720

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 3rd, 2005 12 No

Popular Name: Shikimic acid Shikimic acid

Find On: PubMed — Wikipedia — Google

CAS Numbers: 138-59-0 , CAS# 138-59-0 , [138-59-0]

Other Names:

"Shikimic acid, 98%"

(-)-Shikimate; (-)-Shikimic acid; (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-enecarboxylic acid; 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-; 3,4, 5-Trihydroxy-1-cyclohexene-1-carboxylic acid; 3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid; 3,4,5-Trih

(-)-Shikimate; (-)-Shikimic acid; L-Shikimate; L-Shikimic acid; Shikimate; Skikimate; Skikimic acid

(-)-Shikimate;(-)-Shikimic acid;L-Shikimate;L-Shikimic acid;Shikimate;Skikimate;Skikimic acid

(-)-Shikimic acid

(-)-Shikimic acid, 98%

(3R,4S,5R)-(?)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid

(3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid

(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-enecarboxylic acid

(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-enecarboxylic acid; 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R-(3alpha,4alpha,5beta))-; 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R-(3alpha,4alpha,5beta))- (9CI); 3,4,5-Trihydroxy-1-cyclohexen

(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-enecarboxylic acid; 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R-(3alpha,4alpha,5beta))-; 3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid; 3alpha,4alpha,5beta-Trihydroxy-1-cyclohexene-1-carboxylic acid; Br

138-59-0; 3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid; C00493; Shikimate; Shikimic acid

138-59-0; shikimate; shikimic acid

3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid

3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid

3,4,5-Trihydroxycyclohex-1-enecarboxylic acid

3alpha,4alpha,5beta-trihydroxy-1-cyclohexene-1-carboxylic acid; [3R-(3alpha,4alpha,5beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid

CHEBI:9133; CHEBI:45740; CHEBI:26662; CHEBI:26664

MFCD00001546

MFCD00066278

NA

QA-5455

Shikimate, Bracken fern toxic component, L-Shikimic acid

Shikimic acid (Shikimate)

Shikimic acid [138-59-0]

Shikimic acid, 98%

SHIKIMIC ACID; [138-59-0]

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) -1.57 -3.21 -47.57 3 5 -1 101 173.144 1 ↓

Vendor Notes

Note Type Comments Provided By
Melting_Point 184-188? Alfa-Aesar
Melting_Point 184-188° Alfa-Aesar
Mp [°C] 185 - 191 Acros Organics
M.P 185-187 °C Indofine Natural Products
M.P 188C Indofine Natural Products
purity 9.500000000000000e+001 Enamine Building Blocks Enamine Building Blocks
Purity 97% Fluorochem
Purity 98% APIChem
UniProt Database Links DHQSD_ARATH; DHQS_ACTCH; DHQS_ARATH; DHQS_SOLLC; HST_ARATH; HST_TOBAC; ODO1_PETHY; PPT1_ARATH; QUIA_ACIAD; QUIC_ACIAD; QUIX_ACIAD; QUTR_EMENI; QUTR_NEUAF; QUTR_NEUCR; QUTR_NEUTR; QUTR_TALSN; RAS_PLESU; SHIA_ECOLI; SK1_ARATH; SK1_ORYSJ; SK2_ARATH; SK2_ORYS ChEBI
Patent Database Links EP0962459; EP1127872; EP1146036; EP1762219; EP1952815; US2002006960; US2003138920; US2004092015; US2005063936; US2006047002; US2007212371; US2007248700; US2007249537; US2008058210; US2008125350; WO2007109600; WO2007109802 ChEBI
Target Others Selleck Chemicals
S phrase S24/25: Avoid contact with skin and eyes. Acros Organics
SOLUBILITY Soluble in water Indofine Natural Products
APPEARANCE White powder Indofine Natural Products

Activity (Go SEA)

Direct Reactome Annotations (via ChEBI)

Description Species
Chorismate via Shikimate Pathway

Analogs ( Draw Identity 99% 90% 80% 70% )