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Giraldoid A
- Family: Plantae - Thymelaeaceae
- Kingdom: Plantae
-
Class: Coumarin
- Subclass: Dicoumarinoid Glycoside
| Canonical Smiles | OC[C@H]1O[C@@H](Oc2ccc3c(c2c2c(O)ccc4c2oc(=O)cc4)oc(=O)cc3)[C@@H]([C@H]([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C24H20O11/c25-9-14-19(29)20(30)21(31)24(33-14)32-13-6-2-11-4-8-16(28)35-23(11)18(13)17-12(26)5-1-10-3-7-15(27)34-22(10)17/h1-8,14,19-21,24-26,29-31H,9H2/t14-,19-,20+,21-,24-/m1/s1 |
| InChIKey | GUYIGVXZPIRORS-PDKLBCEHSA-N |
| Formula | C24H20O11 |
| HBA | 11 |
| HBD | 5 |
| MW | 484.41 |
| Rotatable Bonds | 4 |
| TPSA | 180.03 |
| LogP | 0.45 |
| Number Rings | 5 |
| Number Aromatic Rings | 4 |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.25 |
| Exact Mass | 484.1 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Thymelaea microphylla | Thymelaeaceae | Plantae | 224056 |
Showing of synonyms
Giraldoid A
Pubchem:
38363238
No compound-protein relationship available.
SMILES: O=c(o1)ccc(c12)ccc(OC3CCCCO3)c2-c4cccc(c45)ccc(=O)o5
Level: 2
Mol. Weight: 484.41 g/mol
SMILES: O=c(o1)ccc(c12)cccc2-c3cccc(c34)ccc(=O)o4
Level: 1
Mol. Weight: 484.41 g/mol
SMILES: c1cc(=O)oc(c12)cc(cc2)OC3CCCCO3
Level: 1
Mol. Weight: 484.41 g/mol
SMILES: c1cccc(c12)oc(=O)cc2
Level: 0
Mol. Weight: 484.41 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 484.41 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.49
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -5.030
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 0.21
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 1.130
- Plasma Protein Binding
- 89.72
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- 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
- 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
- Non-Inhibitor
Excretion
- Clearance
- 5.110
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -1.100
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.810
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.150
- 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
- -461.100
- Rat (Acute)
- 2.640
- Rat (Chronic Oral)
- 3.600
- Fathead Minnow
- 4.700
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 608.310
- Hydration Free Energy
- -3.350
- Log(D) at pH=7.4
- 0.340
- Log(P)
- -0.3
- Log S
- -3.76
- Log(Vapor Pressure)
- -12.77
- Melting Point
- 208.78
- pKa Acid
- 6.41
- pKa Basic
- 6.16
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Peptidyl-prolyl cis-trans isomerase FKBP1A | P62942 | FKB1A_HUMAN | Homo sapiens | 3 | 0.9243 |
| Orf1a polyprotein | Q692E5 | Q692E5_CVHSA | SARS coronavirus TJF | 3 | 0.9149 |
| Abscisic acid receptor PYL2 | O80992 | PYL2_ARATH | Arabidopsis thaliana | 3 | 0.8611 |
| Serine/threonine-protein kinase 24 | Q9Y6E0 | STK24_HUMAN | Homo sapiens | 3 | 0.8198 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7893 |
| Gag-Pol polyprotein | P05896 | POL_SIVM1 | Simian immunodeficiency virus | 3 | 0.7748 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 3 | 0.7657 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.7616 |
| Polymerase acidic protein | C3W5S0 | C3W5S0_I09A0 | Influenza A virus | 2 | 0.7451 |
| Ephrin type-B receptor 4 | P54760 | EPHB4_HUMAN | Homo sapiens | 3 | 0.7433 |
| Polyribonucleotide nucleotidyltransferase | A7ZS61 | PNP_ECO24 | Escherichia coli O139:H28 | 3 | 0.7415 |
| Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 2 | 0.7408 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7339 |
| Cathepsin S | P25774 | CATS_HUMAN | Homo sapiens | 3 | 0.7315 |
| Riboflavin synthase | P0AFU8 | RISA_ECOLI | Escherichia coli | 3 | 0.7282 |
| Metallo-beta-lactamase type 2 | C7C422 | BLAN1_KLEPN | Klebsiella pneumoniae | 2 | 0.7275 |
| Mitochondrial poly(A) polymerase | F1NBW0 | F1NBW0_CHICK | Gallus gallus | 2 | 0.7270 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7193 |
| Homoserine dehydrogenase | P31116 | DHOM_YEAST | Saccharomyces cerevisiae | 3 | 0.7186 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 4 | 0.7154 |
| 14-3-3 protein gamma | P61981 | 1433G_HUMAN | Homo sapiens | 3 | 0.7121 |
| Beta-galactoside-specific lectin 4 | Q6ITZ3 | ML4_VISAL | Viscum album | 2 | 0.7114 |
| Benzoylformate decarboxylase | P20906 | MDLC_PSEPU | Pseudomonas putida | 3 | 0.7107 |
| Disks large homolog 1 | Q12959 | DLG1_HUMAN | Homo sapiens | 3 | 0.7099 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7050 |