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3alpha,23-dihydroxylup-20(29)-en-28-oic acid 28-O-[4'-O-alpha-L-rhamnopyranosyl-6'-O-beta-D-glucopyranosyl]-beta-D-glucopyranosyl ester
- Family: Plantae - Araliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Lupane-Type Triterpene Glycoside
| Canonical Smiles | OC[C@]1(C)CCC[C@]2([C@H]1CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)CC)C(=O)O[C@]1(O)OC(CO[C@]2(O)OC(CO)[C@H](C([C@@H]2O)O)OC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)[C@H](C([C@@H]1O)O)O)C)C |
|---|---|
| InChI | InChI=1S/C49H80O19/c1-8-23(2)25-12-17-47(19-18-45(6)26(31(25)47)10-11-30-44(5)15-9-14-43(4,22-51)29(44)13-16-46(30,45)7)42(60)68-49(62)39(58)35(55)33(53)28(67-49)21-63-48(61)40(59)37(57)38(27(20-50)66-48)65-41-36(56)34(54)32(52)24(3)64-41/h24-41,50-59,61-62H,2,8-22H2,1,3-7H3/t24-,25+,26-,27?,28?,29+,30-,31-,32-,33-,34+,35?,36+,37?,38-,39+,40+,41?,43+,44+,45-,46-,47+,48+,49-/m1/s1 |
| InChIKey | QWLMHSUZKDYQKW-NTLWMGSFSA-N |
| Formula | C49H80O19 |
| HBA | 19 |
| HBD | 12 |
| MW | 973.16 |
| Rotatable Bonds | 11 |
| TPSA | 315.21 |
| LogP | 0.06 |
| Number Rings | 8 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 68 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.94 |
| Exact Mass | 972.53 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Schefflera actinophylla | Araliaceae | Plantae | 52501 |
Showing of synonyms
3alpha,23-dihydroxylup-20(29)-en-28-oic acid 28-O-[4'-O-alpha-L-rhamnopyranosyl-6'-O-beta-D-glucopyranosyl]-beta-D-glucopyranosyl ester
No compound-protein relationship available.
SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C3C(CCC5)C45C(=O)OC(O6)CCCC6COC(OC7)CCC7OC8CCCCO8
Level: 3
Mol. Weight: 973.16 g/mol
SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C3C(CCC5)C45C(=O)OC(O6)CCCC6COC7CCCCO7
Level: 2
Mol. Weight: 973.16 g/mol
SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3
Level: 2
Mol. Weight: 973.16 g/mol
SMILES: O1CCCCC1OC(=O)C23C(CCC2)C4C(CC3)C5C(CC4)C6C(CC5)CCCC6
Level: 1
Mol. Weight: 973.16 g/mol
SMILES: O1CCCCC1COC2CCCCO2
Level: 1
Mol. Weight: 973.16 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 973.16 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCCC5
Level: 0
Mol. Weight: 973.16 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 973.16 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.43
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 8624.26
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 1127997.48
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.8
- Plasma Protein Binding
- 76.68
- 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
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 0.47
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -26227.0
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.37
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.05
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -2047257417.53
- Rat (Acute)
- 3.92
- Rat (Chronic Oral)
- 5.48
- Fathead Minnow
- 2584235.71
- 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
- 230255000.78
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -113.51
- Log(P)
- 2.17
- Log S
- -3.1
- Log(Vapor Pressure)
- -7582028.59
- Melting Point
- 204.37
- pKa Acid
- -55165.07
- pKa Basic
- -425.12
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 3 | 0.8760 |
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 3 | 0.8760 |
| Prolyl tripeptidyl peptidase | Q7MUW6 | PTP_PORGI | Porphyromonas gingivalis | 3 | 0.7908 |
| Prolyl tripeptidyl peptidase | Q7MUW6 | PTP_PORGI | Porphyromonas gingivalis | 3 | 0.7908 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 3 | 0.7664 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 3 | 0.7664 |
| Peroxisome proliferator-activated receptor alpha | Q07869 | PPARA_HUMAN | Homo sapiens | 3 | 0.7303 |
| Peroxisome proliferator-activated receptor alpha | Q07869 | PPARA_HUMAN | Homo sapiens | 3 | 0.7303 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.7291 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.7291 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7018 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7018 |