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Samaderine B
- Family: Plantae - Simaroubaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpene Lactone
| Canonical Smiles | O=C1C=C(C)[C@H]2[C@@]([C@@H]1O)(C)[C@H]1[C@@H](O)[C@@H]3OC(=O)[C@@H]4[C@@]1(C(=O)C2)CO[C@]34C |
|---|---|
| InChI | InChI=1S/C19H22O7/c1-7-4-9(20)14(23)17(2)8(7)5-10(21)19-6-25-18(3)13(19)16(24)26-15(18)11(22)12(17)19/h4,8,11-15,22-23H,5-6H2,1-3H3/t8-,11+,12+,13-,14+,15-,17-,18-,19+/m0/s1 |
| InChIKey | CVLVYBSPYHCGGU-VQXUUFQGSA-N |
| Formula | C19H22O7 |
| HBA | 7 |
| HBD | 2 |
| MW | 362.38 |
| Rotatable Bonds | 0 |
| TPSA | 110.13 |
| LogP | -0.22 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.74 |
| Exact Mass | 362.14 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Samadera madagascariensis | Simaroubaceae | Plantae | 459147 |
Showing of synonyms
Samaderine B
Samaderin B
Samaderin B [MI]
OCY7Y83SPV
CHEBI:66159
803-22-5
(1R,2S,5R,5aR,7aS,11S,11aS,11bR,14S)-1,11-dihydroxy-8,11a,14-trimethyl-1,7,7a,11,11a,11b-hexahydro-2H-2,5,5a-(methanetriyloxymethano)naphtho[1,2-d]oxepine-4,6,10(5H)-trione
(1R,4S,5R,8S,9R,10R,11S,12S,16S)-9,12-dihydroxy-4,11,15-trimethyl-3,7-dioxapentacyclo[8.8.0.01,5.04,8.011,16]octadec-14-ene-6,13,18-trione
Samaderine-B
SAMADERINS B
UNII-OCY7Y83SPV
CHEMBL2270647
DTXSID501099215
158570-40-2
Q27134684
2H-5A,2,5-(METHANOXYMETHENO)NAPHTH(1,2-D)OXEPIN-4,6,10(5H)-TRIONE, 1,7,7A,11,11A,11B-HEXAHYDRO-1,11-DIHYDROXY-8,11A,14-TRIMETHYL-, (1.ALPHA.,2.ALPHA.,5.ALPHA.,5A.ALPHA.,7A.BETA.,11.ALPHA.,11A.ALPHA.,11B.BETA.,14S*)-
2H-5A,2,5-(METHANOXYMETHENO)NAPHTH(1,2-D)OXEPIN-4,6,10(5H)-TRIONE, 1,7,7A,11,11A,11B-HEXAHYDRO-1,11-DIHYDROXY-8,11A,14-TRIMETHYL-, (1.ALPHA.,2.ALPHA.,5.ALPHA.,5A.ALPHA.,7A.BETA.,11.ALPHA.,11A.ALPHA.,11B.BETA.,14S*)-(+/-)-
2H-5a,2,5-(Methanoxymetheno)naphth(1,2-d)oxepin-4,6,10(5H)-trione, 1,7,7a,11,11a,11b-hexahydro-1,11-dihydroxy-8,11a,14-trimethyl-, (1alpha,2alpha,5alpha,5aalpha,7abeta,11alpha,11aalpha,11bbeta,14S*)-
2H-5a,2,5-(Methanoxymetheno)naphth(1,2-d)oxepin-4,6,10(5H)-trione, 1,7,7a,11,11a,11b-hexahydro-1,11-dihydroxy-8,11a,14-trimethyl-, (1alpha,2alpha,5alpha,5aalpha,7abeta,11alpha,11aalpha,11bbeta,14S*)-(+/-)-
2H-5a,2,5-(Methanoxymetheno)naphth[1,2-d]oxepin-4,6,10(5H)-trione, 1,7,7a,11,11a,11b-hexahydro-1,11-dihydroxy-8,11a,14-trimethyl-, (1I+/-,2I+/-,5I+/-,5aI+/-,7aI(2),11I+/-,11aI+/-,11bI(2),14S*)-
- Coombes PH, Naidoo D, et al. (2005). Quassinoids from the leaves of the Madagascan Simaroubaceae Samadera madagascariensis. Phytochemistry, 2005, 66(23), 2734–2739. [View]
Pubchem:
11035822
Cas:
803-22-5
Zinc:
ZINC000096085511
Chebi:
66159
Nmrshiftdb2:
70025059
Metabolights:
MTBLC66159
Chembl:
CHEMBL2270647
No compound-protein relationship available.
SMILES: C123C4C(OC1)C(OC4=O)CC3C5C(CC2=O)C=CC(=O)C5
Level: 0
Mol. Weight: 362.38 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.78
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.74
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.27
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.41
- Plasma Protein Binding
- 59.65
- 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
- 4.24
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.51
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.31
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 5.93
- 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
- -4.25
- Rat (Acute)
- 3.84
- Rat (Chronic Oral)
- 2.51
- Fathead Minnow
- 3.88
- 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
- 420.72
- Hydration Free Energy
- -8.04
- Log(D) at pH=7.4
- 0.44
- Log(P)
- 0.2
- Log S
- -2.55
- Log(Vapor Pressure)
- -9.19
- Melting Point
- 251.82
- pKa Acid
- 4.97
- pKa Basic
- 3.2
No predicted protein targets found for this compound.