Bis-O-[(I-4')→(II-6')]-alpha-hydroxyphloretin-2'-O-beta-glucoside
- Family: Plantae - Arecaceae
- Kingdom: Plantae
-
Class: Chalcone
- Subclass: Chalcanolol
| Canonical Smiles | OCC1O[C@@H](Oc2cc(cc(c2C(=O)C(Cc2ccc(cc2)O)O)O)Oc2cc(O)cc(c2C(=O)C(Cc2ccc(cc2)O)O)O[C@@H]2OC(CO)[C@H](C([C@@H]2O)O)O)C([C@H]([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C42H46O21/c43-15-29-35(53)37(55)39(57)41(62-29)60-27-12-21(47)11-26(32(27)34(52)25(50)10-18-3-7-20(46)8-4-18)59-22-13-23(48)31(33(51)24(49)9-17-1-5-19(45)6-2-17)28(14-22)61-42-40(58)38(56)36(54)30(16-44)63-42/h1-8,11-14,24-25,29-30,35-50,53-58H,9-10,15-16H2/t24?,25?,29?,30?,35-,36-,37?,38+,39+,40?,41-,42-/m1/s1 |
| InChIKey | MBSUYNHZSIVUHN-FPOFNXPESA-N |
| Formula | C42H46O21 |
| HBA | 21 |
| HBD | 14 |
| MW | 886.81 |
| Rotatable Bonds | 16 |
| TPSA | 363.51 |
| LogP | -1.77 |
| Number Rings | 6 |
| Number Aromatic Rings | 4 |
| Heavy Atom Count | 63 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.38 |
| Exact Mass | 886.25 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Serenoa repens | Arecaceae | Plantae | 4722 |
Showing of synonyms
No compound-protein relationship available.
SMILES: O1CCCCC1Oc2cccc(c2C(=O)CCc3ccccc3)Oc(cc4)cc(OC5CCCCO5)c4C(=O)CCc6ccccc6
Level: 5
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1CCC(=O)c2c(OC3CCCCO3)cc(cc2)Oc(cccc4)c4C(=O)CCc5ccccc5
Level: 4
Mol. Weight: 886.81 g/mol
SMILES: O1CCCCC1Oc2cccc(c2C(=O)CCc3ccccc3)Oc(cc4)ccc4C(=O)CCc5ccccc5
Level: 4
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1CCC(=O)c2c(OC3CCCCO3)cc(cc2)Oc4cc(ccc4)OC5CCCCO5
Level: 4
Mol. Weight: 886.81 g/mol
SMILES: O1CCCCC1Oc(ccc2)cc2Oc(c3C(=O)CCc4ccccc4)cccc3OC5CCCCO5
Level: 4
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1CCC(=O)c2c(cccc2)Oc(cc3)ccc3C(=O)CCc4ccccc4
Level: 3
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1CCC(=O)c2ccc(cc2)Oc3cc(ccc3)OC4CCCCO4
Level: 3
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1CCC(=O)c2c(cccc2)Oc3cc(ccc3)OC4CCCCO4
Level: 3
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1CCC(=O)c2c(Oc3ccccc3)cccc2OC4CCCCO4
Level: 3
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1CCC(=O)c2c(OC3CCCCO3)cc(cc2)Oc4ccccc4
Level: 3
Mol. Weight: 886.81 g/mol
SMILES: O1CCCCC1Oc(ccc2)cc2Oc3cc(ccc3)OC4CCCCO4
Level: 3
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1CCC(=O)c2c(cccc2)OC3CCCCO3
Level: 2
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1CCC(=O)c2ccc(cc2)Oc3ccccc3
Level: 2
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1CCC(=O)c2c(cccc2)Oc3ccccc3
Level: 2
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1Oc2cc(ccc2)OC3CCCCO3
Level: 2
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1C(=O)CCc2ccccc2
Level: 1
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1OC2CCCCO2
Level: 1
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1Oc2ccccc2
Level: 1
Mol. Weight: 886.81 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 886.81 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 886.81 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.44
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 813.84
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 107256.35
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.45
- Plasma Protein Binding
- 25.82
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 6.43
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Toxic
- Bee
- Toxic
- Bioconcentration Factor
- -2487.61
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.02
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.13
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -194661429.7
- Rat (Acute)
- 2.58
- Rat (Chronic Oral)
- 5.25
- Fathead Minnow
- 245728.05
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 21886369.89
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -3.56
- Log(P)
- -1.26
- Log S
- -5.27
- Log(Vapor Pressure)
- -720610.07
- Melting Point
- 209.17
- pKa Acid
- -5188.68
- pKa Basic
- -12.22
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Chitinase A | Q9AMP1 | Q9AMP1_VIBHA | Vibrio harveyi | 3 | 0.8756 |
| 3',5'-cyclic-AMP phosphodiesterase 4D | Q08499 | PDE4D_HUMAN | Homo sapiens | 3 | 0.8736 |
| Insulin-degrading enzyme | P14735 | IDE_HUMAN | Homo sapiens | 3 | 0.8460 |
| Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase | Q9TQS6 | DHDH_MACFA | Macaca fascicularis | 3 | 0.8422 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.8318 |
| Heat shock protein HSP 90-alpha | P07900 | HS90A_HUMAN | Homo sapiens | 3 | 0.8308 |
| S-adenosylmethionine decarboxylase proenzyme | P17707 | DCAM_HUMAN | Homo sapiens | 3 | 0.8238 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7753 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 3 | 0.7715 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7668 |
| Thymidylate synthase | P00469 | TYSY_LACCA | Lacticaseibacillus casei | 3 | 0.7655 |
| Endoplasmin | P41148 | ENPL_CANLF | Canis lupus familiaris | 3 | 0.7632 |
| Maltose/maltodextrin-binding periplasmic protein | P0AEX9 | MALE_ECOLI | Escherichia coli | 3 | 0.7578 |
| Protease | O38896 | O38896_9HIV1 | Human immunodeficiency virus 1 | 3 | 0.7510 |
| 5-formyltetrahydrofolate cyclo-ligase | P75430 | MTHFS_MYCPN | Mycoplasma pneumoniae | 2 | 0.7146 |
| Tyrosine-protein kinase JAK3 | P52333 | JAK3_HUMAN | Homo sapiens | 3 | 0.7143 |