Select a section from the left sidebar
Melissioside A
- Family: Plantae - Lamiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Ursene Triterpene
| Canonical Smiles | OCC1OC(OC(=O)[C@@]23CC[C@H]([C@@](C3C3=CCC4[C@@]([C@@]3(CC2)C)(C)CCC2[C@]4(C)CC[C@H]([C@@]2(C)COS(=O)(=O)O)O)(C)O)C)C(C(C1O)O)O |
|---|---|
| InChI | InChI=1S/C36H58O13S/c1-19-9-14-36(30(42)49-29-27(41)26(40)25(39)21(17-37)48-29)16-15-33(4)20(28(36)35(19,6)43)7-8-23-31(2)12-11-24(38)32(3,18-47-50(44,45)46)22(31)10-13-34(23,33)5/h7,19,21-29,37-41,43H,8-18H2,1-6H3,(H,44,45,46)/t19-,21?,22?,23?,24-,25?,26?,27?,28?,29?,31+,32+,33-,34-,35-,36+/m1/s1 |
| InChIKey | HKOSMOOPBHNACF-PWWZBPHMSA-N |
| Formula | C36H58O13S |
| HBA | 12 |
| HBD | 7 |
| MW | 730.91 |
| Rotatable Bonds | 6 |
| TPSA | 220.51 |
| LogP | 2.26 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 50 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.92 |
| Exact Mass | 730.36 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Melissa officinalis | Lamiaceae | Plantae | 39338 |
Showing of synonyms
Melissioside A
- Abdel-Naime W, Fahim J, et al. (2019). New antimicrobial triterpene glycosides from lemon balm (Melissa officinalis).. South African Journal of Botany, 2019, 125, 161-167. [View]
No compound-protein relationship available.
SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6
Level: 1
Mol. Weight: 730.91 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 730.91 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 730.91 g/mol
Anti-alzheimer
Anti-hyperlipidemic
Anti-hypertensive
Anti-inflammatory
Antimicrobial
Antioxidant
Antipyretic
Antitumor
Expectorant
Hepatoprotective
Sedative
Spasmolytic
Absorption
- Caco-2 (logPapp)
- -6.04
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -5.04
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 116.85
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.96
- Plasma Protein Binding
- 88.33
- 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
- 3.49
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -3.24
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.02
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.99
- 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
- -214813.25
- Rat (Acute)
- 2.47
- Rat (Chronic Oral)
- 2.96
- Fathead Minnow
- 283.75
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 19794.34
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 2.3
- Log(P)
- -0.42
- Log S
- -2.35
- Log(Vapor Pressure)
- -640.14
- Melting Point
- 258.95
- pKa Acid
- 2.55
- pKa Basic
- 6.1
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Aldos-2-ulose dehydratase | P84193 | AUD_PHACH | Phanerodontia chrysosporium | 3 | 0.8276 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7886 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.7793 |
| Prolyl tripeptidyl peptidase | Q7MUW6 | PTP_PORGI | Porphyromonas gingivalis | 3 | 0.7474 |
| Putative b-glycan phosphorylase | Q21MB1 | Q21MB1_SACD2 | Saccharophagus degradans | 4 | 0.7390 |