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Melissioside B
- Family: Plantae - Lamiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Ursene Triterpene
| Canonical Smiles | OCC1OC(O[C@H]2[C@@H](O)C[C@]3(C(C2(C)C)CC[C@@]2(C3[C@H](O)C=C3[C@@]2(C)C=C[C@@]2(C3[C@@H](C)[C@H](C)CC2)C(=O)O)C)C)C(C(C1OC1OC(CO)C(C(C1O)O)O)O)O |
|---|---|
| InChI | InChI=1S/C42H66O15/c1-18-8-11-42(37(52)53)13-12-40(6)20(26(42)19(18)2)14-21(45)33-39(5)15-22(46)34(38(3,4)25(39)9-10-41(33,40)7)57-36-31(51)29(49)32(24(17-44)55-36)56-35-30(50)28(48)27(47)23(16-43)54-35/h12-14,18-19,21-36,43-51H,8-11,15-17H2,1-7H3,(H,52,53)/t18-,19+,21-,22+,23?,24?,25?,26?,27?,28?,29?,30?,31?,32?,33?,34+,35?,36?,39+,40-,41-,42+/m1/s1 |
| InChIKey | WOECQLDICNOQEH-JOTQOXIRSA-N |
| Formula | C42H66O15 |
| HBA | 14 |
| HBD | 10 |
| MW | 810.98 |
| Rotatable Bonds | 7 |
| TPSA | 256.29 |
| LogP | 0.46 |
| Number Rings | 7 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 57 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.88 |
| Exact Mass | 810.44 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Melissa officinalis | Lamiaceae | Plantae | 39338 |
Showing of synonyms
Melissioside B
- 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: C1CCCC2C1C=CC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7
Level: 2
Mol. Weight: 810.98 g/mol
SMILES: C1CCCC2C1C=CC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 1
Mol. Weight: 810.98 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 810.98 g/mol
SMILES: C1CCCC(CC2)C1C(CC3)C2C(C=34)C=CC5C4CCCC5
Level: 0
Mol. Weight: 810.98 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 810.98 g/mol
Anti-alzheimer
Anti-hyperlipidemic
Anti-hypertensive
Anti-inflammatory
Antimicrobial
Antioxidant
Antipyretic
Antitumor
Expectorant
Hepatoprotective
Sedative
Spasmolytic
Absorption
- Caco-2 (logPapp)
- -6.24
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 28.11
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 4516.95
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.93
- Plasma Protein Binding
- 56.87
- 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
- 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
- 2.63
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -108.68
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.18
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 8.35
- 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
- -8196607.8
- Rat (Acute)
- 3.31
- Rat (Chronic Oral)
- 3.98
- Fathead Minnow
- 10353.28
- 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
- 918187.12
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 1.32
- Log(P)
- 2.38
- Log S
- -2.45
- Log(Vapor Pressure)
- -30115.65
- Melting Point
- 228.93
- pKa Acid
- -173.98
- pKa Basic
- 7.76
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.7632 |
| Aldos-2-ulose dehydratase | P84193 | AUD_PHACH | Phanerodontia chrysosporium | 3 | 0.7597 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7110 |
| Phospholipase A2, major isoenzyme | P00592 | PA21B_PIG | Sus scrofa | 3 | 0.7040 |