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5-alpha-spirost-25(27)-ene-1-beta,3-beta-diol-1-O-alpha-L-rhamnopyranosyl-(1→2)-(4-O-sulphato)-beta-D-fucopyranoside
- Family: Plantae - Agavaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Sterol Glycoside
| Canonical Smiles | O[C@@H]1CC2CCC3C([C@]2([C@@H](C1)OC1OC(C)C(C(C1OC1OC(C)C(C(C1O)O)O)O)OS(=O)(=O)O)C)CC[C@]1(C3CC2C1[C@@H]([C@]1(O2)CCC(=C)CO1)C)C |
|---|---|
| InChI | InChI=1S/C39H62O15S/c1-17-9-12-39(48-16-17)18(2)28-26(53-39)15-25-23-8-7-21-13-22(40)14-27(38(21,6)24(23)10-11-37(25,28)5)51-36-34(32(44)33(20(4)50-36)54-55(45,46)47)52-35-31(43)30(42)29(41)19(3)49-35/h18-36,40-44H,1,7-16H2,2-6H3,(H,45,46,47)/t18-,19?,20?,21?,22+,23?,24?,25?,26?,27+,28?,29?,30?,31?,32?,33?,34?,35?,36?,37-,38-,39+/m0/s1 |
| InChIKey | HTKRFJPQRVGJNB-JAMAEGAGSA-N |
| Formula | C39H62O15S |
| HBA | 14 |
| HBD | 6 |
| MW | 802.98 |
| Rotatable Bonds | 6 |
| TPSA | 220.13 |
| LogP | 2.22 |
| Number Rings | 8 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 55 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.95 |
| Exact Mass | 802.38 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Cordyline fruticosa | Agavaceae | Plantae | 39501 |
Showing of synonyms
5-alpha-spirost-25(27)-ene-1-beta,3-beta-diol-1-O-alpha-L-rhamnopyranosyl-(1→2)-(4-O-sulphato)-beta-D-fucopyranoside
- Fouedjou RT, Teponno RB, et al. (2014). Steroidal saponins from the leaves of Cordyline fruticosa (L.) A. Chev. and their cytotoxic and antimicrobial activity. Phytochemistry Letters, 2014, 7, 62-68. [View]
No compound-protein relationship available.
SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(CC5)CCCC6OC(OCCC7)C7OC8CCCCO8
Level: 2
Mol. Weight: 802.98 g/mol
SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(CC5)CCCC6OC7CCCCO7
Level: 1
Mol. Weight: 802.98 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 802.98 g/mol
SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(CC5)CCCC6
Level: 0
Mol. Weight: 802.98 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 802.98 g/mol
Cytotoxic
Absorption
- Caco-2 (logPapp)
- -5.98
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 18.96
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 3293.32
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.95
- Plasma Protein Binding
- 62.06
- 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
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- -0.74
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -82.33
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1.08
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.99
- 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
- -5979687.89
- Rat (Acute)
- 2.73
- Rat (Chronic Oral)
- 3.74
- Fathead Minnow
- 7552.97
- 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
- 669213.95
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 3.03
- Log(P)
- 0.66
- Log S
- -2.17
- Log(Vapor Pressure)
- -21963.73
- Melting Point
- 226.37
- pKa Acid
- -118.29
- pKa Basic
- 4.33
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7175 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7175 |
| Beta-1 adrenergic receptor | P07700 | ADRB1_MELGA | Meleagris gallopavo | 3 | 0.7009 |
| Beta-1 adrenergic receptor | P07700 | ADRB1_MELGA | Meleagris gallopavo | 3 | 0.7009 |