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Name |
Cryptochlorogenic acid
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Molecular Formula | C16H18O9 | |
IUPAC Name* |
(3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid
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SMILES |
C1[C@H](C([C@@H](CC1(C(=O)O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O
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InChI |
InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14?,16?/m1/s1
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InChIKey |
GYFFKZTYYAFCTR-AVXJPILUSA-N
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Synonyms |
Cryptochlorogenic acid; 905-99-7; 4-Caffeoylquinic acid; 4-O-Caffeoylquinic acid; 4-Cqa; 4-o-Caffeoyl quinic acid; Quinic acid 4-O-caffeate; 4-O-trans-caffeoylquinic acid; 4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid; F23DJ84IZ9; (3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid; CHEMBL4203706; 4-(3,4-Dihydroxycinnamoyl)quinic acid; 82638-23-1; 87099-73-8; rel-(1S,3R,4S,5R)-4-(((E)-3-(3,4-Dihydroxyphenyl)acryloyl)oxy)-1,3,5-trihydroxycyclohexanecarboxylic acid; MFCD10566638; Cryptochlorogenic-acid; Quinic acid, 4-caffeoyl-; UNII-F23DJ84IZ9; 4-O-(E)-caffeoylquinic acid; CHEMBL3092676; Cinnamic acid, 3,4-dihydroxy-, 4-carboxy-2,4,6-trihydroxycyclohexyl ester; Quinic acid, 4-caffeoyl-, E-; SCHEMBL18180782; SCHEMBL20883249; ACon1_000120; CHEBI:75491; HY-N0787; BDBM50455380; s9319; ZINC31154929; 4-O-Caffeoylquinic acid, >=98.0%; AKOS037514601; ZINC100038257; ZINC103240311; CCG-268076; CS-3767; NCGC00180861-01; (1alpha,3alpha,4alpha,5beta)-4-(3-(3,4-(Dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,3,5-trihydroxycyclohexanecarboxylic acid; (3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxy-cyclohexanecarboxylic acid; BS-17821; Cryptochlorogenic acid, analytical standard; 4-Caffeoylquinic acid/ Cryptochlorogenic acid; 905C997; Q-100886; B0B55D52-5101-4E6D-AA67-72D1CECBAA5A; Q27145347; 49B68A4C-6EC9-4441-B7D7-E3B740A8CDEC; (1alpha,3R,4alpha,5R)-4-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,3,5-trihydroxycyclohexanecarboxylic acid; (1S,3R,4S,5R)-4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,3,5-trihydroxycyclohexanecarboxylic acid; 1,3beta,5alpha-Trihydroxy-4alpha-(3,4-dihydroxycinnamoyloxy)cyclohexane-1beta-carboxylic acid; CYCLOHEXANECARBOXYLIC ACID, 4-(((2E)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-1,3,5-TRIHYDROXY-, (1.ALPHA.,3R,4.ALPHA.,5R)-; Cyclohexanecarboxylic acid, 4-(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-1,3,5-trihydroxy-, (1alpha,3R,4alpha,5R)-; Cyclohexanecarboxylic acid, 4-((3-(3,4-dihydroxyphenyl)-1-oxo-2-1R-propenyl)oxy)-1,3,5-trihydroxy-, (1R-(1alpha,3alpha,4alpha,5beta))-; CYCLOHEXANECARBOXYLIC ACID, 4-((3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-1,3,5-TRIHYDROXY-, (1.ALPHA.,3R,4.ALPHA.,5R)-; Cyclohexanecarboxylic acid, 4-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-1,3,5-trihydroxy-, (1alpha,3R,4alpha,5R)-; Cyclohexanecarboxylic acid, 4-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,3,5-trihydroxy-, (1alpha,3R,4alpha,5R)-; NCGC00180861-02!(3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid
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CAS | 905-99-7 | |
PubChem CID | 9798666 | |
ChEMBL ID | CHEMBL4203706 |
Chemical Classification: |
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Endophyte ID | Endophyte Name | Family | Genus | Taxonomy ID | GenBank ID | Closest GenBank ID | Reference | |
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Endophyte ID | Endophyte Name | Family | Genus | Taxonomy ID | GenBank ID | Closest GenBank ID | Reference |
Bioactivity Name | Target ID | Target Name | Target Type | Target Organism | Target Organism ID | Potency of Bioactivity | Activity Type | Value | Unit | Endophyte ID | Endophyte Name | |
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Bioactivity Name | Target ID | Target Name | Target Type | Target Organism | Target Organism ID | Potency of Bioactivity | Activity Type | Value | Unit | Endophyte ID | Endophyte Name |
Molecular Weight: | 354.31 | ALogp: | -0.4 |
HBD: | 6 | HBA: | 9 |
Rotatable Bonds: | 5 | Lipinski's rule of five: | Rejected |
Polar Surface Area: | 165.0 | Aromatic Rings: | 2 |
Heavy Atoms: | 25 | QED Weighted: | 0.244 |
Caco-2 Permeability: | -6.451 | MDCK Permeability: | 0.00010925 |
Pgp-inhibitor: | 0 | Pgp-substrate: | 0.978 |
Human Intestinal Absorption (HIA): | 0.864 | 20% Bioavailability (F20%): | 0.981 |
30% Bioavailability (F30%): | 0.997 |
Blood-Brain-Barrier Penetration (BBB): | 0.732 | Plasma Protein Binding (PPB): | 44.12% |
Volume Distribution (VD): | 0.48 | Fu: | 49.69% |
CYP1A2-inhibitor: | 0.169 | CYP1A2-substrate: | 0.031 |
CYP2C19-inhibitor: | 0.017 | CYP2C19-substrate: | 0.048 |
CYP2C9-inhibitor: | 0.016 | CYP2C9-substrate: | 0.107 |
CYP2D6-inhibitor: | 0.012 | CYP2D6-substrate: | 0.121 |
CYP3A4-inhibitor: | 0.082 | CYP3A4-substrate: | 0.047 |
Clearance (CL): | 1.828 | Half-life (T1/2): | 0.914 |
hERG Blockers: | 0.036 | Human Hepatotoxicity (H-HT): | 0.234 |
Drug-inuced Liver Injury (DILI): | 0.088 | AMES Toxicity: | 0.031 |
Rat Oral Acute Toxicity: | 0.081 | Maximum Recommended Daily Dose: | 0.46 |
Skin Sensitization: | 0.557 | Carcinogencity: | 0.048 |
Eye Corrosion: | 0.003 | Eye Irritation: | 0.05 |
Respiratory Toxicity: | 0.081 |
Similar NPs | Similar Drugs | ||||||
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NPs ID | NPs 2D Structure | Similarity Score | TTD ID | Drug 2D Structure | Similarity Score | ||
ENC001471 | 0.811 | D0KN2M | 0.487 | ||||
ENC001543 | 0.811 | D0V9EN | 0.457 | ||||
ENC001440 | 0.457 | D0I3RO | 0.293 | ||||
ENC001579 | 0.408 | D08HVR | 0.284 | ||||
ENC002582 | 0.361 | D0BA6T | 0.277 | ||||
ENC001101 | 0.346 | D0P7JZ | 0.267 | ||||
ENC004024 | 0.345 | D0U0OT | 0.259 | ||||
ENC002823 | 0.323 | D00KRE | 0.245 | ||||
ENC000002 | 0.315 | D0Y6KO | 0.242 | ||||
ENC000035 | 0.303 | D0E6OC | 0.241 |