Select a section from the left sidebar
Retrospinoside
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Pregnane Glycoside
| Canonical Smiles | COC1C(O)C(O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)[C@@H](O)C[C@@H]3C(O)C)C)C)OC(C1OC1CC(CO)C(C(C1O)O)O)C |
|---|---|
| InChI | InChI=1S/C35H60O12/c1-16(37)23-14-25(38)35(43)22-7-6-19-13-20(8-10-33(19,3)21(22)9-11-34(23,35)4)46-32-29(42)31(44-5)30(17(2)45-32)47-24-12-18(15-36)26(39)28(41)27(24)40/h16-32,36-43H,6-15H2,1-5H3/t16?,17?,18?,19-,20-,21-,22+,23+,24?,25-,26?,27?,28?,29?,30?,31?,32?,33-,34+,35+/m0/s1 |
| InChIKey | NBIITTZDQJLLKB-BQIJNABYSA-N |
| Formula | C35H60O12 |
| HBA | 12 |
| HBD | 8 |
| MW | 672.85 |
| Rotatable Bonds | 7 |
| TPSA | 198.76 |
| LogP | 0.47 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 47 |
| Formal Charge | 0 |
| Fraction CSP3 | 1.0 |
| Exact Mass | 672.41 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Caralluma retrospiciens | Apocynaceae | Plantae | 197251 |
Showing of synonyms
Retrospinoside
No compound-protein relationship available.
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC6CCCCC6
Level: 2
Mol. Weight: 672.85 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC5CCCCO5
Level: 1
Mol. Weight: 672.85 g/mol
SMILES: C1CCCCC1OC2CCCOC2
Level: 1
Mol. Weight: 672.85 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4
Level: 0
Mol. Weight: 672.85 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 672.85 g/mol
SMILES: C1CCCCC1
Level: 0
Mol. Weight: 672.85 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.33
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.950
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 57.53
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.660
- Plasma Protein Binding
- 68.4
- 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
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 0.580
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -4.040
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1.490
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.330
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Toxic
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -105491.020
- Rat (Acute)
- 4.670
- Rat (Chronic Oral)
- 3.660
- Fathead Minnow
- 146.340
- 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
- 8869.290
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 2.970
- Log(P)
- 0.9
- Log S
- -2.57
- Log(Vapor Pressure)
- -239.13
- Melting Point
- 203.21
- pKa Acid
- 7.28
- pKa Basic
- 7.13
| 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 | 0.8892 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7823 |
| S-adenosylmethionine decarboxylase proenzyme | P17707 | DCAM_HUMAN | Homo sapiens | 3 | 0.7638 |
| Sex hormone-binding globulin | P04278 | SHBG_HUMAN | Homo sapiens | 3 | 0.7576 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7507 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7366 |