Standard Compound Records

Database Entry: cq_00582

2D-Structure

3D-Structure

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Basic Information

Name:Chlorogenate;Chlorogenic acid
Synonyms:Chlorogenate;Chlorogenic acid;3-(3,4-Dihydroxycinnamoyl)quinic acid;3-Caffeoylquinic acid;3-O-Caffeoylquinic acid;327-97-9;5-O-(3,4-Dihydroxycinnamoyl)-L-quinic acid;CCRIS 1400;CHLOROGENIC ACID;Chlorogenic acid (8CI);Cyclohexanecarboxylic acid, 3-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,4,5-trihydroxy-, (1S-(1-alpha,3-beta,4-alpha,5-alpha))-;EINECS 206-325-6;Hlorogenic acid;NSC 407296;(1S,3R,4S,5R)-3-[3-(3,4-dihydroxyphenyl)acryloyl]oxy-1,4,5-trihydroxy-cyclohexane-1-carboxylic acid;(1S,3R,4S,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxy-cyclohexane-1-carboxylic acid;(1S,3R,4S,5R)-3-[3-(3,4-dihydroxyphenyl)-1-oxo-prop-2-enoxy]-1,4,5-trihydroxy-cyclohexane-1-carboxylic acid;3-(3,4-Dihydroxycinnamoyl)quinate;3-Caffeoylquinate;3-O-Caffeoylquinate;CHLOROGENICACID;Heriguard;Hlorogenate;Prestwick_112;(1R,3R,4S,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxy-cyclohexane-1-carboxylic acid
Molecular Weight:354.30872
Formula:C16H18O9
CAS:327-97-9
Isomeric SMILES:C1[C@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
Canonical SMILES:C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
InChI:InChI=1/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1
Experimental Water Solubility:40 mg/mL at 25 oC [MERCK INDEX (1996)]
Predicted Water Solubility:3.29 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):0.17 [Predicted by ALOGPS]; -0.543 [Predicted by PubChem via XLOGP]; -1.01 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C00852
PubChem SID:152688
PubChem CID:9476
ChemIDplus:000327979
CHEBI:16112
HMDB:|HMDB03164|
PDB Component ID:
MetaCyc ID:|CAFFEOYLQUINATE||CHLOROGENATE|
UM-BBD ID:
BMRB ID:

NMR related

MMCD Experimental_NMR: expnmr_00360 ||

HMDB_EXPERIMENTAL_HNMR: HMDB03164||

HMDB_EXPERIMENTAL_HSQC: HMDB03164||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1H121238N_AN_A1.845N_AN_AN_A
2H131238N_AN_A2.095N_AN_AN_A
3H141339N_AN_A1.935N_AN_AN_A
4H151339N_AN_A2.185N_AN_AN_A
5H161440N_AN_A3.25N_AN_AN_A
6H181642N_AN_A3.99N_AN_AN_A
7H171541N_AN_A3.84N_AN_AN_A
8C3312929,37,1011120.5N_AN_AN_A
9C3292731,35,833117.0N_AN_AN_A
10C3323037,36,1155113.5N_AN_AN_A
11C4373531,32,3088129.0N_AN_AN_A
12C4353329,36,2299146.5N_AN_AN_A
13C4363432,35,231010147.0N_AN_AN_A
14C3302837,28,922145.0N_AN_AN_A
15C3282630,33,744116.0N_AN_AN_A
16C4333128,19,271313166.5N_AN_AN_A
17C4343243,21,201515177.0N_AN_AN_A
18C2383612,13,40,436638.8N_AN_AN_A
19C2393714,15,42,437735.9N_AN_AN_A
20C3403816,38,41,24111162.6N_AN_AN_A
21C3424018,39,41,27121267.0N_AN_AN_A
22C3413917,40,42,25141481.6N_AN_AN_A
23C4434134,38,39,26161676.4N_AN_AN_A
24O211934,12222N_AN_AN_AN_A
25O1917332020N_AN_AN_AN_A
26O2018342322N_AN_AN_AN_A
27O222035,21717N_AN_AN_AN_A
28O232136,31818N_AN_AN_AN_A
29O242240,41919N_AN_AN_AN_A
30O252341,52121N_AN_AN_AN_A
31O262443,62424N_AN_AN_AN_A
32O272533,422525N_AN_AN_AN_A
33H101031N_AN_A6.79N_AN_AN_A
34H8829N_AN_A6.51N_AN_AN_A
35H111132N_AN_A7.17N_AN_AN_A
36H9930N_AN_A7.64N_AN_AN_A
37H7728N_AN_A6.39N_AN_AN_A
38H1121N_AN_A12.35N_AN_AN_A
39H2222N_AN_A9.83N_AN_AN_A
40H3323N_AN_A9.83N_AN_AN_A
41H4424N_AN_A4.81N_AN_AN_A
42H5525N_AN_A4.81N_AN_AN_A
43H6626N_AN_A2.0N_AN_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB03164||

C12N14 Mass data:354.095082177
C13N14 Mass data:370.148759582
C12N15 Mass data:354.095082177
C13N15 Mass data:370.148759582

Miscellanea

Order_Status:DONE
Organism:map; ko; hsa; cglu196627; ctet212717; fnuc190304; gkau235909; hmar272569; iloi283942; mace188937; oihe182710; save227882; scoe1902; sepi176280; spom246200; mms
Location:Fridge C UW Box 1 I3
Isomer:
Salt:
Data Source:kegg;tair;hmdb;biocyc
Similar Structure:|cq_02296||cq_08762|
Comments: