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3alpha,7beta-dihydroxy-5beta,6beta-epoxyeudesm-4(15)-ene-11-(O-beta-D-fucopyranoside-2',4'-diangelate-3'-methylbutyrate)
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Glycoside
| Canonical Smiles | CCC(C(=O)O[C@@H]1[C@@H](OC(=O)/C(=C\C)/C)C(O[C@@H]([C@@H]1OC(=O)/C(=C\C)/C)C)OC([C@@]1(O)CC[C@@]2([C@]3([C@@H]1O3)C(=C)[C@@H](CC2)O)C)(C)C)C |
|---|---|
| InChI | InChI=1S/C36H54O11/c1-12-19(4)28(38)43-25-23(8)42-31(27(45-30(40)21(6)14-3)26(25)44-29(39)20(5)13-2)46-33(9,10)35(41)18-17-34(11)16-15-24(37)22(7)36(34)32(35)47-36/h12,14,20,23-27,31-32,37,41H,7,13,15-18H2,1-6,8-11H3/b19-12-,21-14-/t20?,23-,24-,25+,26+,27-,31?,32-,34-,35-,36-/m1/s1 |
| InChIKey | RHEWDGKENJHGQY-KFSDTLJXSA-N |
| Formula | C36H54O11 |
| HBA | 11 |
| HBD | 2 |
| MW | 662.82 |
| Rotatable Bonds | 10 |
| TPSA | 150.35 |
| LogP | 4.62 |
| Number Rings | 4 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 47 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.75 |
| Exact Mass | 662.37 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Calendula arvensis | Asteraceae | Plantae | 99035 |
Showing of synonyms
3alpha,7beta-dihydroxy-5beta,6beta-epoxyeudesm-4(15)-ene-11-(O-beta-D-fucopyranoside-2',4'-diangelate-3'-methylbutyrate)
No compound-protein relationship available.
SMILES: C=C1CCCC2CCC(C(C123)O3)COC4CCCCO4
Level: 1
Mol. Weight: 662.82 g/mol
SMILES: C=C1CCCC2CCCC(C123)O3
Level: 0
Mol. Weight: 662.82 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 662.82 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.96
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.72
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 34.8
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.32
- Plasma Protein Binding
- 77.48
- 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
- Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 10.68
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 1.09
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.7
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 8.49
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -69049.83
- Rat (Acute)
- 5.17
- Rat (Chronic Oral)
- 2.49
- Fathead Minnow
- 101.39
- 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
- 4080.45
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 3.87
- Log(P)
- 6.03
- Log S
- -5.45
- Log(Vapor Pressure)
- -138.7
- Melting Point
- 105.71
- pKa Acid
- 5.36
- pKa Basic
- -1.57
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7716 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7716 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7337 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7337 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7224 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7224 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7192 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7192 |