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(20 R)-O-(3)-beta-D-glucopyranosyl-(1→2)-alpha-L-arabinopyranosyl-pregn-5-ene-3beta,20-diol
- Family: Plantae - Simaroubaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Pregnane Glycoside
| Canonical Smiles | OCC1OC(OC2C(OCC(C2O)O)O[C@H]2CC[C@]3(C(=CCC4C3CC[C@]3(C4CCC3C(O)C)C)C2)C)C(C(C1O)O)O |
|---|---|
| InChI | InChI=1S/C32H52O11/c1-15(34)19-6-7-20-18-5-4-16-12-17(8-10-31(16,2)21(18)9-11-32(19,20)3)41-30-28(24(36)22(35)14-40-30)43-29-27(39)26(38)25(37)23(13-33)42-29/h4,15,17-30,33-39H,5-14H2,1-3H3/t15?,17-,18?,19?,20?,21?,22?,23?,24?,25?,26?,27?,28?,29?,30?,31-,32+/m0/s1 |
| InChIKey | JPZLAOSRVYIJDT-ZRFDLHRLSA-N |
| Formula | C32H52O11 |
| HBA | 11 |
| HBD | 7 |
| MW | 612.76 |
| Rotatable Bonds | 6 |
| TPSA | 178.53 |
| LogP | 0.59 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 43 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.94 |
| Exact Mass | 612.35 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Brucea antidysenterica | Simaroubaceae | Plantae | 459111 |
Showing of synonyms
(20 R)-O-(3)-beta-D-glucopyranosyl-(1→2)-alpha-L-arabinopyranosyl-pregn-5-ene-3beta,20-diol
No compound-protein relationship available.
SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OCCC5)C5OC6CCCCO6
Level: 2
Mol. Weight: 612.76 g/mol
SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC5CCCCO5
Level: 1
Mol. Weight: 612.76 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 612.76 g/mol
SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4
Level: 0
Mol. Weight: 612.76 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 612.76 g/mol
Cytotoxic
Absorption
- Caco-2 (logPapp)
- -6.44
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -5.05
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 11.07
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.88
- Plasma Protein Binding
- 27.81
- 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
- 0.95
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -3.04
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.99
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 5.68
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Toxic
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -21964.51
- Rat (Acute)
- 3.94
- Rat (Chronic Oral)
- 3.95
- Fathead Minnow
- 41.06
- 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
- 553.49
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 2.72
- Log(P)
- 1.59
- Log S
- -2.45
- Log(Vapor Pressure)
- -13.6
- Melting Point
- 207.58
- pKa Acid
- 6.78
- pKa Basic
- 6.07
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7731 |
| Sulfotransferase 2B1 | O00204 | ST2B1_HUMAN | Homo sapiens | 3 | 0.7627 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.7561 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7551 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7549 |
| Lysozyme C II | P11941 | LYSC2_ONCMY | Oncorhynchus mykiss | 3 | 0.7476 |
| beta-glucosidase | Q92AS9 | Q92AS9_LISIN | Listeria innocua serovar 6a | 3 | 0.7429 |
| Aldo-keto reductase family 1 member C1 | Q04828 | AK1C1_HUMAN | Homo sapiens | 3 | 0.7377 |
| Aldos-2-ulose dehydratase | P84193 | AUD_PHACH | Phanerodontia chrysosporium | 3 | 0.7302 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7251 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 3 | 0.7186 |