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Calenduloside E
- Family: Plantae - Araliaceae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Triterpenoid Saponin
| Canonical Smiles | OCC1O[C@@](O)(O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@H](C([C@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C36H58O9/c1-30(2)14-16-35(29(41)42)17-15-33(6)20(21(35)18-30)8-9-24-32(5)12-11-25(31(3,4)23(32)10-13-34(24,33)7)45-36(43)28(40)27(39)26(38)22(19-37)44-36/h8,21-28,37-40,43H,9-19H2,1-7H3,(H,41,42)/t21-,22?,23?,24?,25-,26-,27?,28-,32-,33+,34+,35-,36+/m0/s1 |
| InChIKey | BDVNGUNHXBUMNV-XWBFNQGKSA-N |
| Formula | C36H58O9 |
| HBA | 8 |
| HBD | 6 |
| MW | 634.85 |
| Rotatable Bonds | 4 |
| TPSA | 156.91 |
| LogP | 4.38 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 45 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.92 |
| Exact Mass | 634.41 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Dizygotheca kerchoveana | Araliaceae | Plantae | — |
Showing of synonyms
Calenduloside E
26020-14-4
Silphioside F
Momordin Ib
Glycoside St-E
Oleanolic acid 3-O-glucuronide
3-O-(beta-D-Glucopyranuronosyl)oleanolic acid
UNII-184358RYCU
CHEBI:37658
184358RYCU
Oleanolic acid 3-O-beta-D-glucosiduronic acid
Oleanolic acid 3-O-beta-D-glucuronopyranoside
DTXSID90180668
28-DESGLUCOSYLCHIKUSETSUSAPONIN IVA
Olean-12-en-28-oic acid, 3beta-(beta-D-glucopyranuronosyloxy)-
28-hydroxy-28-oxoolean-12-en-3beta-yl beta-D-glucopyranosiduronic acid
Beta-D-Glucopyranosiduronic acid, (3beta)-17-carboxy-28-norolean-12-en-3-yl
Glucopyranosiduronic acid, 3beta-hydroxyolean-12-en-28-oic acid, beta-D-
DTXCID30103159
CalendulosideE
Oleanolic acid 3-O-monoglucuronide
(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
108322-31-2
B-D-Glucopyranosiduronic acid,(3b)-17-carboxy-28-norolean-12-en-3-yl
Oleanoic acid 3-O-glucuronide
Momordin B
CHEMBL446866
HY-N6850
AKOS030528265
FC74357
AC-34369
DA-62009
MS-30872
CS-0100275
C08964
Q27104421
3-O-(.BETA.-D-GLUCOPYRANURONOSYL)OLEANOLIC ACID
OLEANOLIC ACID 3-O-.BETA.-D-GLUCURONOPYRANOSIDE
.BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.)-17-CARBOXY-28-NOROLEAN-12-EN-3-YL
GLUCOPYRANOSIDURONIC ACID, 3.BETA.-HYDROXYOLEAN-12-EN-28-OIC ACID, .BETA.-D-
OLEAN-12-EN-28-OIC ACID, 3.BETA.-(.BETA.-D-GLUCOPYRANURONOSYLOXY)-
Pubchem:
176079
Cas:
26020-14-4
Zinc:
ZINC000008234238
Kegg Ligand:
C08964
Chebi:
37658
Nmrshiftdb2:
60071890
Chembl:
CHEMBL446866
Comptox:
DTXSID90180668
CPRiL:
87139
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 1
Mol. Weight: 634.85 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 634.85 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 634.85 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.76
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -5.15
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 12.24
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.1
- Plasma Protein Binding
- 103.91
- 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
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 1.57
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -4.22
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.53
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.48
- Micronucleos
- Safe
- 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
- -22517.43
- Rat (Acute)
- 2.79
- Rat (Chronic Oral)
- 3.58
- Fathead Minnow
- 42.89
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 523.43
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 3.46
- Log(P)
- 4.77
- Log S
- -3.76
- Log(Vapor Pressure)
- -13.98
- Melting Point
- 253.02
- pKa Acid
- 3.63
- pKa Basic
- 8.15
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.8436 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.8436 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.8395 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.8395 |
| Aldos-2-ulose dehydratase | P84193 | AUD_PHACH | Phanerodontia chrysosporium | 3 | 0.8072 |
| Aldos-2-ulose dehydratase | P84193 | AUD_PHACH | Phanerodontia chrysosporium | 3 | 0.8072 |