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Rutin trihydrate
- Family: Plantae - Apiaceae
- Kingdom: Plantae
-
Class: Flavonoid
- Subclass: Flavonoid Glycoside
| Canonical Smiles | Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O.O.O.O |
|---|---|
| InChI | InChI=1S/C27H30O16.3H2O/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9;;;/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3;3*1H2/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-;;;/m0.../s1 |
| InChIKey | NLLBWFFSGHKUSY-JPRRWYCFSA-N |
| Formula | C27H36O19 |
| HBA | 16 |
| HBD | 10 |
| MW | 664.57 |
| Rotatable Bonds | 6 |
| TPSA | 363.93 |
| LogP | -4.16 |
| Number Rings | 5 |
| Number Aromatic Rings | 3 |
| Heavy Atom Count | 46 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.44 |
| Exact Mass | 664.19 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Coriandrum sativum | Apiaceae | Plantae | 4047 |
Showing of synonyms
Rutin trihydrate
250249-75-3
Rutoside trihydrate
Rutoside trihydrate [EP]
RF4N03853G
DTXSID50179735
RUTOSIDE TRIHYDRATE [WHO-DD]
RUTOSIDE TRIHYDRATE [EP MONOGRAPH]
4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxy-alpha-l-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-, trihydrate
4H-1-BENZOPYRAN-4-ONE, 3-((6-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-, TRIHYDRATE
RUTOSIDE TRIHYDRATE (EP MONOGRAPH)
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-((2S,4R,5S)-3,4,5-trihydroxy-6-(((2R,4R,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-one
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,4R,5S)-3,4,5-trihydroxy-6-[[(2R,4R,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
DTXCID10102226
684-230-2
Rutin hydrate
207671-50-9
Rutin (hydrate)
Rutin (trihydrate)
Quercetin-3-rutinoside trihydrate
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one trihydrate
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
Trihydrate
Rutin hydrate (JAN)
RUTIN HYDRATE [JAN]
UNII-RF4N03853G
Rutin (trihydrate) (Standard)
(+)-Rutin trihydrate, 95%
NLLBWFFSGHKUSY-JPRRWYCFSA-N
HY-W013075R
Rutin trihydrate, >=90% (HPLC)
Rutin trihydrate, analytical standard
AKOS025310161
CS-W013791
GS-3606
HY-W013075
OR03679
DA-77592
DA-77593
D00190
D96045
Rutin trihydrate 1000 microg/mL in Acetonitrile
Q27288087
Rutin trihydrate, primary pharmaceutical reference standard
Rutin hydrate (Rutoside hydrate
Quercetin 3-O-rutinoside hydrate)
Rutoside trihydrate, European Pharmacopoeia (EP) Reference Standard
Rutin trihydrate, United States Pharmacopeia (USP) Reference Standard
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-onetrihydrate
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one trihydrate
Quercetin-3-rutinoside hydrate
3-[[6-O-(6-Deoxy-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-4H-1 -benzopyran-4-one
Vitamin P hydrate
(+)-Rutin trihydrate
- Msaada K, Ben Jemia M, et al. (2014). Antioxidant activity of methanolic extracts from three coriander (Coriandrum sativum L.) fruit varieties. Arabian Journal of Chemistry,2014, in press. [View]
CPRiL:
417914
SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5
Level: 3
Mol. Weight: 664.57 g/mol
SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4
Level: 2
Mol. Weight: 664.57 g/mol
SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4
Level: 2
Mol. Weight: 664.57 g/mol
SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3
Level: 1
Mol. Weight: 664.57 g/mol
SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3
Level: 1
Mol. Weight: 664.57 g/mol
SMILES: O1CCCCC1COC2CCCCO2
Level: 1
Mol. Weight: 664.57 g/mol
SMILES: c1cccc(c12)occc2=O
Level: 0
Mol. Weight: 664.57 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 664.57 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 664.57 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -
- Human Oral Bioavailability 20%
- -
- Human Intestinal Absorption
- -
- Madin-Darby Canine Kidney
- -
- Human Oral Bioavailability 50%
- -
- P-Glycoprotein Inhibitor
- -
- P-Glycoprotein Substrate
- -
- Skin Permeability
- -
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- -
- Fraction Unbound (Human)
- -
- Plasma Protein Binding
- -
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- -
- CYP 1A2 Inhibitor
- -
- CYP 1A2 Substrate
- -
- CYP 2C19 Inhibitor
- -
- CYP 2C19 Substrate
- -
- CYP 2C9 Inhibitor
- -
- CYP 2C9 Substrate
- -
- CYP 2D6 Inhibitor
- -
- CYP 2D6 Substrate
- -
- CYP 3A4 Inhibitor
- -
- CYP 3A4 Substrate
- -
- OATP1B1
- -
- OATP1B3
- -
Excretion
- Clearance
- -
- Organic Cation Transporter 2
- -
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- -
- Avian
- -
- Bee
- -
- Bioconcentration Factor
- -
- Biodegradation
- -
- Carcinogenesis
- -
- Crustacean
- -
- Liver Injury I (DILI)
- -
- Eye Corrosion
- -
- Eye Irritation
- -
- Maximum Tolerated Dose
- -
- Liver Injury II
- -
- hERG Blockers
- -
- Daphnia Maga
- -
- Micronucleos
- -
- NR-AhR
- -
- NR-AR
- -
- NR-AR-LBD
- -
- NR-Aromatase
- -
- NR-ER
- -
- NR-ER-LBD
- -
- NR-GR
- -
- NR-PPAR-gamma
- -
- NR-TR
- -
- T. Pyriformis
- -
- Rat (Acute)
- -
- Rat (Chronic Oral)
- -
- Fathead Minnow
- -
- Respiratory Disease
- -
- Skin Sensitisation
- -
- SR-ARE
- -
- SR-ATAD5
- -
- SR-HSE
- -
- SR-MMP
- -
- SR-p53
- -
General Properties
- Boiling Point
- -
- Hydration Free Energy
- -
- Log(D) at pH=7.4
- -
- Log(P)
- -
- Log S
- -
- Log(Vapor Pressure)
- -
- Melting Point
- -
- pKa Acid
- -
- pKa Basic
- -
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| HTH-type transcriptional regulator TtgR | Q9AIU0 | TTGR_PSEPT | Pseudomonas putida | 4 | 0.9051 |
| HTH-type transcriptional regulator TtgR | Q9AIU0 | TTGR_PSEPT | Pseudomonas putida | 4 | 0.9051 |
| Bromodomain adjacent to zinc finger domain protein 2B | Q9UIF8 | BAZ2B_HUMAN | Homo sapiens | 3 | 0.8896 |
| Bromodomain adjacent to zinc finger domain protein 2B | Q9UIF8 | BAZ2B_HUMAN | Homo sapiens | 3 | 0.8896 |
| Bromodomain-containing protein 2 | P25440 | BRD2_HUMAN | Homo sapiens | 3 | 0.8854 |
| Bromodomain-containing protein 2 | P25440 | BRD2_HUMAN | Homo sapiens | 3 | 0.8854 |
| Chitinase A | Q9AMP1 | Q9AMP1_VIBHA | Vibrio harveyi | 3 | 0.8845 |
| Chitinase A | Q9AMP1 | Q9AMP1_VIBHA | Vibrio harveyi | 3 | 0.8845 |
| Nitric oxide synthase oxygenase | O34453 | NOSO_BACSU | Bacillus subtilis | 4 | 0.8503 |
| Nitric oxide synthase oxygenase | O34453 | NOSO_BACSU | Bacillus subtilis | 4 | 0.8503 |
| Tyrosine-protein kinase JAK3 | P52333 | JAK3_HUMAN | Homo sapiens | 3 | 0.8351 |
| Tyrosine-protein kinase JAK3 | P52333 | JAK3_HUMAN | Homo sapiens | 3 | 0.8351 |
| Epidermal growth factor receptor | P00533 | EGFR_HUMAN | Homo sapiens | 3 | 0.8345 |
| Epidermal growth factor receptor | P00533 | EGFR_HUMAN | Homo sapiens | 3 | 0.8345 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8284 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8284 |
| Epidermal growth factor receptor | P00533 | EGFR_HUMAN | Homo sapiens | 3 | 0.8176 |
| Epidermal growth factor receptor | P00533 | EGFR_HUMAN | Homo sapiens | 3 | 0.8176 |
| Bromodomain-containing protein 4 | O60885 | BRD4_HUMAN | Homo sapiens | 3 | 0.8152 |
| Bromodomain-containing protein 4 | O60885 | BRD4_HUMAN | Homo sapiens | 3 | 0.8152 |
| Transcriptional regulator, PadR-like family | A2RI36 | A2RI36_LACLM | Lactococcus lactis subsp. cremoris | 3 | 0.7828 |
| Transcriptional regulator, PadR-like family | A2RI36 | A2RI36_LACLM | Lactococcus lactis subsp. cremoris | 3 | 0.7828 |
| Gag-Pol polyprotein | P12497 | POL_HV1N5 | Human immunodeficiency virus type 1 group M subtype B | 3 | 0.7731 |
| Gag-Pol polyprotein | P12497 | POL_HV1N5 | Human immunodeficiency virus type 1 group M subtype B | 3 | 0.7731 |
| Polyprotein | Q80J95 | Q80J95_9CALI | Murine norovirus 1 | 3 | 0.7690 |
| Polyprotein | Q80J95 | Q80J95_9CALI | Murine norovirus 1 | 3 | 0.7690 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.7618 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.7618 |
| Endoplasmin | P41148 | ENPL_CANLF | Canis lupus familiaris | 4 | 0.7612 |
| Endoplasmin | P41148 | ENPL_CANLF | Canis lupus familiaris | 4 | 0.7612 |
| Nitric oxide synthase, inducible | P29477 | NOS2_MOUSE | Mus musculus | 4 | 0.7587 |
| Nitric oxide synthase, inducible | P29477 | NOS2_MOUSE | Mus musculus | 4 | 0.7587 |
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 4 | 0.7427 |
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 4 | 0.7427 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7393 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7393 |
| Secoisolariciresinol dehydrogenase | Q94KL8 | SILD_PODPE | Podophyllum peltatum | 4 | 0.7264 |
| Secoisolariciresinol dehydrogenase | Q94KL8 | SILD_PODPE | Podophyllum peltatum | 4 | 0.7264 |
| Endothiapepsin | P11838 | CARP_CRYPA | Cryphonectria parasitica | 4 | 0.7234 |
| Endothiapepsin | P11838 | CARP_CRYPA | Cryphonectria parasitica | 4 | 0.7234 |
| Beta-glucuronidase | P05804 | BGLR_ECOLI | Escherichia coli | 3 | 0.7220 |
| Beta-glucuronidase | P05804 | BGLR_ECOLI | Escherichia coli | 3 | 0.7220 |
| Endoplasmin | P41148 | ENPL_CANLF | Canis lupus familiaris | 4 | 0.7193 |
| Endoplasmin | P41148 | ENPL_CANLF | Canis lupus familiaris | 4 | 0.7193 |
| Casein kinase II subunit alpha | P68400 | CSK21_HUMAN | Homo sapiens | 4 | 0.7146 |
| Casein kinase II subunit alpha | P68400 | CSK21_HUMAN | Homo sapiens | 4 | 0.7146 |
| Serine/threonine-protein kinase pim-1 | P11309 | PIM1_HUMAN | Homo sapiens | 4 | 0.7128 |
| Serine/threonine-protein kinase pim-1 | P11309 | PIM1_HUMAN | Homo sapiens | 4 | 0.7128 |
| Alpha amylase | B8CZ54 | B8CZ54_HALOH | Halothermothrix orenii | 3 | 0.7110 |
| Alpha amylase | B8CZ54 | B8CZ54_HALOH | Halothermothrix orenii | 3 | 0.7110 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7056 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7056 |
| CREB-binding protein | Q92793 | CBP_HUMAN | Homo sapiens | 3 | 0.7008 |
| CREB-binding protein | Q92793 | CBP_HUMAN | Homo sapiens | 3 | 0.7008 |