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Samaderine A
- Family: Plantae - Simaroubaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpene Lactone
Canonical Smiles | O=C1O[C@@H]2[C@@]3([C@H]1[C@]1(CO3)C(=O)C=C3[C@]([C@H]1[C@H]2O)(C)C(=O)C=C3C)C |
---|---|
InChI | InChI=1S/C18H18O6/c1-7-4-9(19)16(2)8(7)5-10(20)18-6-23-17(3)13(18)15(22)24-14(17)11(21)12(16)18/h4-5,11-14,21H,6H2,1-3H3/t11-,12-,13+,14+,16-,17+,18-/m1/s1 |
InChIKey | BHRGGWSNTHQGED-QNHMRRABSA-N |
Formula | C18H18O6 |
HBA | 6 |
HBD | 1 |
MW | 330.34 |
Rotatable Bonds | 0 |
TPSA | 89.9 |
LogP | 0.34 |
Number Rings | 5 |
Number Aromatic Rings | 0 |
Heavy Atom Count | 24 |
Formal Charge | 0 |
Fraction CSP3 | 0.61 |
Exact Mass | 330.11 |
Number of Lipinski Rule Violations | 0 |
# | Species | Family | Kingdom | NCBI Taxonomy ID |
---|---|---|---|---|
1 | Samadera madagascariensis | Simaroubaceae | Plantae | 459147 |
Showing of synonyms
Samaderine A
Samaderin A
(-)-Samaderin A
Samaderin A [MI]
64364-76-7
FY0R1Q3SD3
UNII-FY0R1Q3SD3
CHEBI:9018
5a,2,5-(Methanoxymetheno)-5ah-indeno(4,5-d)oxepin-4,6,10(5H)-trione, 1,2,10a,10b-tetrahydro-1-hydroxy-8,10a,13-trimethyl-, (1R,2S,5R,5aR,10aR,10bR,13S)-
(1R,4S,5R,8S,9R,10R,11R)-9-hydroxy-4,11,14-trimethyl-3,7-dioxapentacyclo[8.7.0.01,5.04,8.011,15]heptadeca-13,15-diene-6,12,17-trione
(1R-(1alpha,2alpha,5alpha,5aalpha,10aalpha,10bbeta,13S*))-1,2,10a,10b-Tetrahydro-1-hydroxy-8,10a,13-trimethyl-5a,2,5-(methanoxymetheno)-5ah-indeno(4,5-d)oxepin-4,6,10(5H)-trione
SAMADERINS A
C08781
CHEMBL2270648
DTXSID90331633
Q27108215
(1R-(1.ALPHA.,2.ALPHA.,5.ALPHA.,5A.ALPHA.,10A.ALPHA.,10B.BETA.,13S*))-1,2,10A,10B-TETRAHYDRO-1-HYDROXY-8,10A,13-TRIMETHYL-5A,2,5-(METHANOXYMETHENO)-5AH-INDENO(4,5-D)OXEPIN-4,6,10(5H)-TRIONE
- 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:
441807
Cas:
64364-76-7
Zinc:
ZINC000004097791
Kegg Ligand:
C08781
Chebi:
9018
Nmrshiftdb2:
70025054
Chembl:
CHEMBL2270648
Comptox:
DTXSID90331633
No compound-protein relationship available.
SMILES: O=C1C=CC(=CC2=O)C1C3CC(OC4=O)C(C4C235)OC5
Level: 0
Mol. Weight: 330.34 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.67
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.66
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.59
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.44
- Plasma Protein Binding
- 56.98
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- 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
- 4.91
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.74
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.55
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.17
- 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
- -0.56
- Rat (Acute)
- 3.34
- Rat (Chronic Oral)
- 2.09
- Fathead Minnow
- 3.96
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 395.29
- Hydration Free Energy
- -8.85
- Log(D) at pH=7.4
- 0.6
- Log(P)
- 0.35
- Log S
- -3.22
- Log(Vapor Pressure)
- -7.66
- Melting Point
- 266.36
- pKa Acid
- 6.05
- pKa Basic
- 3.64
No predicted protein targets found for this compound.