6'-O-cinnamoyl-antirrhinoside
- Family: Plantae - Plantaginaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Iridoid Glycoside
| Canonical Smiles | O=C(/C=C/c1ccccc1)OCC1O[C@@H](O[C@@H]2OC=C([C@H]3[C@@H]2[C@@](C)(O)CC3)C(=O)OCC2O[C@@H](O[C@@H]3OC=C[C@@H]4[C@H]3C(=C)[C@H](C4)O)[C@H](C([C@@H]2O)O)O)[C@H](C([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C40H50O18/c1-18-23(41)14-20-11-13-51-36(27(18)20)57-38-33(47)32(46)30(44)25(56-38)17-53-35(49)22-15-54-37(28-21(22)10-12-40(28,2)50)58-39-34(48)31(45)29(43)24(55-39)16-52-26(42)9-8-19-6-4-3-5-7-19/h3-9,11,13,15,20-21,23-25,27-34,36-39,41,43-48,50H,1,10,12,14,16-17H2,2H3/b9-8+/t20-,21-,23-,24?,25?,27+,28-,29+,30+,31?,32?,33-,34-,36-,37-,38-,39-,40-/m0/s1 |
| InChIKey | NDQLETTWUSAKMF-OACNFCLPSA-N |
| Formula | C40H50O18 |
| HBA | 18 |
| HBD | 8 |
| MW | 818.82 |
| Rotatable Bonds | 11 |
| TPSA | 269.82 |
| LogP | -1.12 |
| Number Rings | 7 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 58 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.6 |
| Exact Mass | 818.3 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Anarrhinum pubescens | Plantaginaceae | Plantae | 2026105 |
Showing of synonyms
No compound-protein relationship available.
SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)OC(C(C34)CCC3)OC=C4C(=O)OCC5CCCC(O5)OC6OC=CC(C67)CCC7=C
Level: 4
Mol. Weight: 818.82 g/mol
SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)OC(C(C34)CCC3)OC=C4C(=O)OCC5CCCCO5
Level: 3
Mol. Weight: 818.82 g/mol
SMILES: O1CCCCC1OC(C(C23)CCC2)OC=C3C(=O)OCC4CCCC(O4)OC5OC=CC(C56)CCC6=C
Level: 3
Mol. Weight: 818.82 g/mol
SMILES: C1CCC(C12)COC=C2C(=O)OCC3CCCC(O3)OC4OC=CC(C45)CCC5=C
Level: 2
Mol. Weight: 818.82 g/mol
SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)OC(OC=C3)C(C34)CCC4
Level: 2
Mol. Weight: 818.82 g/mol
SMILES: O1CCCCC1COC(=O)C2=COC(C(C23)CCC3)OC4CCCCO4
Level: 2
Mol. Weight: 818.82 g/mol
SMILES: O1CCCCC1COC(=O)C2=COCC(C23)CCC3
Level: 1
Mol. Weight: 818.82 g/mol
SMILES: O1CCCCC1COC(=O)C=Cc2ccccc2
Level: 1
Mol. Weight: 818.82 g/mol
SMILES: C=C1CCC(C12)C=COC2OC3CCCCO3
Level: 1
Mol. Weight: 818.82 g/mol
SMILES: C1CCC(C12)C(OC=C2)OC3CCCCO3
Level: 1
Mol. Weight: 818.82 g/mol
SMILES: C=C1CCC(C12)C=COC2
Level: 0
Mol. Weight: 818.82 g/mol
SMILES: C1CCC(C12)COC=C2
Level: 0
Mol. Weight: 818.82 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 818.82 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 818.82 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.17
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 147.33
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 19996.59
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.7
- Plasma Protein Binding
- 64.14
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 3.73
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Toxic
- Bioconcentration Factor
- -464.61
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.62
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.67
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -36295048.54
- Rat (Acute)
- 3.16
- Rat (Chronic Oral)
- 4.7
- Fathead Minnow
- 45822.26
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 4077172.36
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 1.56
- Log(P)
- 0.51
- Log S
- -2.18
- Log(Vapor Pressure)
- -134164.09
- Melting Point
- 193.03
- pKa Acid
- -911.99
- pKa Basic
- 1.51
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Polyribonucleotide nucleotidyltransferase | A7ZS61 | PNP_ECO24 | Escherichia coli O139:H28 | 3 | 0.7915 |
| Caffeoyl-CoA O-methyltransferase | Q40313 | CAMT_MEDSA | Medicago sativa | 3 | 0.7607 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 3 | 0.7527 |