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Trillin
- Family: Plantae - Agavaceae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Spirostane Saponin
| Canonical Smiles | OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1 |
| InChIKey | WXMARHKAXWRNDM-GAMIEDRGSA-N |
| Formula | C33H52O8 |
| HBA | 8 |
| HBD | 4 |
| MW | 576.77 |
| Rotatable Bonds | 3 |
| TPSA | 117.84 |
| LogP | 3.54 |
| Number Rings | 7 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 41 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.94 |
| Exact Mass | 576.37 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Dracaena viridiflora | Agavaceae | Plantae | 1280234 |
Showing of synonyms
Trillin
Diosgenin glucoside
14144-06-0
Disogluside
Disoglusido
Disoglusidum
Disogluside [INN]
CHEBI:74020
B-D-Glucopyranoside, (3b,25R)-spirost-5-en-3-yl
Diosgenin 3-beta-D-glucoside
Collettiside I
8KI671F2NS
Diosgenin 3-O-beta-D-glucoside
(25R)-3beta-(beta-D-Glucopyranosyloxy)spirost-5-ene
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxane-3,4,5-triol
(25R)-spirost-5-en-3beta-ol 3-O-beta-D-glucopyranoside
3-O-(Glcbeta)-(25R)-spirost-5en-3beta-ol
(25R)-spirost-5-en-3beta-yl beta-D-glucopyranoside
(3beta,25R)-spirost-5-en-3-yl beta-D-glucopyranoside
Diosgeninglucoside
Disoglusidum [INN-Latin]
Disoglusido [INN-Spanish]
UNII-8KI671F2NS
Diosgenin 3-O-beta-D-glucopyranoside
Diosgenin-glucoside
3-O-beta-D-Glc-diosgenin
CHEMBL395414
SCHEMBL2734312
HY-N0730
BDBM50021400
S9068
AKOS015960440
CCG-270115
MP42776
AC-11225
AC-34930
BP-42515
MS-30378
CS-0009743
C20709
Q27144338
(3beta,25R)-Spirost-5-en-3-ol 3-O-beta-D-glucopyranoside
Collettinside I
Funkioside A
Melongoside B
- Teponno RB, Dzoyem JP, et al. (2017). Cytotoxicity of secondary metabolites from Dracaena viridiflora Engl & Krause and their semisynthetic analogues.. Records of Natural Products,2017, 11(5), 421-430. [View]
Pubchem:
11827970
Cas:
14144-06-0
Zinc:
ZINC000008214547
Chebi:
74020
Metabolights:
MTBLC74020
Chembl:
CHEMBL395414
Bindingdb:
50021400
CPRiL:
129427
SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC7CCCCO7
Level: 1
Mol. Weight: 576.77 g/mol
SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6
Level: 0
Mol. Weight: 576.77 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 576.77 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.5
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.900
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 5.77
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.940
- Plasma Protein Binding
- 91.64
- 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
- 3.650
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -3.230
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1.020
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.620
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Toxic
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -12269.350
- Rat (Acute)
- 3.040
- Rat (Chronic Oral)
- 2.730
- Fathead Minnow
- 28.980
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 399.290
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 4.980
- Log(P)
- 4.16
- Log S
- -4.6
- Log(Vapor Pressure)
- -13.66
- Melting Point
- 223.78
- pKa Acid
- 9.37
- pKa Basic
- 6.9
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Beta-lactoglobulin | P02754 | LACB_BOVIN | Bos taurus | 3 | 0.8101 |
| Beta-lactoglobulin | P02754 | LACB_BOVIN | Bos taurus | 3 | 0.8101 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.8047 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.8047 |
| beta-glucosidase | Q92AS9 | Q92AS9_LISIN | Listeria innocua serovar 6a | 3 | 0.7731 |
| beta-glucosidase | Q92AS9 | Q92AS9_LISIN | Listeria innocua serovar 6a | 3 | 0.7731 |
| Putative b-glycan phosphorylase | Q21MB1 | Q21MB1_SACD2 | Saccharophagus degradans | 4 | 0.7130 |
| Putative b-glycan phosphorylase | Q21MB1 | Q21MB1_SACD2 | Saccharophagus degradans | 4 | 0.7130 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7069 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7069 |