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Sylvestroside I
- Family: Plantae - Caprifoliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Bisiridoid
| Canonical Smiles | OCC[C@H]1[C@@H](C=C)[C@@H](OC=C1C(=O)O[C@H]1C[C@H]2[C@@H]([C@H]1C)[C@@H](OC=C2C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C33H48O19/c1-4-13-14(5-6-34)16(10-46-30(13)51-32-26(41)24(39)22(37)19(8-35)49-32)29(44)48-18-7-15-17(28(43)45-3)11-47-31(21(15)12(18)2)52-33-27(42)25(40)23(38)20(9-36)50-33/h4,10-15,18-27,30-42H,1,5-9H2,2-3H3/t12-,13+,14-,15+,18-,19+,20+,21+,22+,23+,24-,25-,26+,27+,30-,31-,32-,33-/m0/s1 |
| InChIKey | VSNATUGVSVGFFN-RXSNYNEVSA-N |
| Formula | C33H48O19 |
| HBA | 19 |
| HBD | 9 |
| MW | 748.73 |
| Rotatable Bonds | 12 |
| TPSA | 290.05 |
| LogP | -3.74 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 52 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.76 |
| Exact Mass | 748.28 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Scabiosa stellata | Caprifoliaceae | Plantae | 596806 |
Showing of synonyms
Sylvestroside I
71431-22-6
Methyl (1S,4aS,6S,7R,7aS)-6-[(2S,3R,4S)-3-ethenyl-4-(2-hydroxyethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
HY-N3030
AKOS037515194
FS-8899
DA-67876
CS-0023042
(1S,4aS,6S,7R,7aS)-4-(methoxycarbonyl)-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-6-yl (4S,5R,6S)-5-ethenyl-4-(2-hydroxyethyl)-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4H-pyran-3-carboxylate
CPRiL:
449267
SMILES: O1CCCCC1OC(CC2)OC=C2C(=O)OC(C3)CC(C34)C(OC=C4)OC5CCCCO5
Level: 3
Mol. Weight: 748.73 g/mol
SMILES: C1CCOC=C1C(=O)OC(C2)CC(C23)C(OC=C3)OC4CCCCO4
Level: 2
Mol. Weight: 748.73 g/mol
SMILES: C1=COCC(C12)CC(C2)OC(=O)C3=COC(CC3)OC4CCCCO4
Level: 2
Mol. Weight: 748.73 g/mol
SMILES: C1CCOC=C1C(=O)OC(C2)CC(C23)COC=C3
Level: 1
Mol. Weight: 748.73 g/mol
SMILES: C1CCC(C12)C(OC=C2)OC3CCCCO3
Level: 1
Mol. Weight: 748.73 g/mol
SMILES: O1C=CCCC1OC2CCCCO2
Level: 1
Mol. Weight: 748.73 g/mol
SMILES: C1CCC(C12)COC=C2
Level: 0
Mol. Weight: 748.73 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 748.73 g/mol
SMILES: C1=COCCC1
Level: 0
Mol. Weight: 748.73 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.4
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -0.510
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 691.27
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.770
- Plasma Protein Binding
- 67.3
- 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
- Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 4.530
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -15.850
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.620
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.420
- 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
- -1255839.060
- Rat (Acute)
- 3.330
- Rat (Chronic Oral)
- 5.020
- Fathead Minnow
- 1593.390
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 136374.840
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 0.110
- Log(P)
- -1.95
- Log S
- -1.59
- Log(Vapor Pressure)
- -4404.92
- Melting Point
- 195.2
- pKa Acid
- -6.72
- pKa Basic
- 2.6
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| beta-glucosidase | Q92AS9 | Q92AS9_LISIN | Listeria innocua serovar 6a | 3 | 0.7821 |