Swietephragmin D - Compound Card

Swietephragmin D

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Swietephragmin D

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Limonoid
Canonical Smiles COC(=O)C[C@H]1[C@@]2(C)C[C@]3([C@]1(C)C14CC[C@@]5(C(=CC(=O)O[C@H]5c5ccoc5)C54[C@@H](C3([C@H]2OC(=O)/C(=C/C)/C)O)OC(O1)(O5)C(C)C)C)O
InChI InChI=1S/C36H44O12/c1-9-19(4)26(39)45-27-30(6)17-32(40)31(7,21(30)14-23(37)42-8)33-12-11-29(5)22(15-24(38)44-25(29)20-10-13-43-16-20)35(33)28(34(27,32)41)46-36(47-33,48-35)18(2)3/h9-10,13,15-16,18,21,25,27-28,40-41H,11-12,14,17H2,1-8H3/b19-9+/t21-,25-,27-,28+,29+,30+,31+,32+,33?,34?,35?,36?/m0/s1
InChIKey FWKDHGIXHPHDTH-VUQSCMSUSA-N
Formula C36H44O12
HBA 12
HBD 2
MW 668.74
Rotatable Bonds 6
TPSA 160.19
LogP 3.8
Number Rings 8
Number Aromatic Rings 1
Heavy Atom Count 48
Formal Charge 0
Fraction CSP3 0.69
Exact Mass 668.28
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Swietenia mahogani Meliaceae Plantae 459165

Showing of synonyms

  • Abdelgaleil SA, Doe M, et al. (2006). Rings B,D-seco limonoids from the leaves of Swietenia mahogani. Phytochemistry,2006,67(5),452-458. [View] [PubMed]
Pubchem: 101396722

No compound-protein relationship available.

Structure

SMILES: c1occc1C2OC(=O)C=C3C2CCC4(C356)C7C8C(C5OC(O6)O4)CC(C7)C8

Level: 1

Mol. Weight: 668.74 g/mol

Structure

SMILES: O1C(O2)OC3C(CC(C4)C5)C5C4C2(C136)CCC7C6=CC(=O)OC7

Level: 0

Mol. Weight: 668.74 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 668.74 g/mol

Antifeedant

Absorption

Caco-2 (logPapp)
-5.31
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.970
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
145.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.620
Plasma Protein Binding
90.54
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
6.130
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.400
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.280
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
8.200
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
-267906.310
Rat (Acute)
4.260
Rat (Chronic Oral)
2.930
Fathead Minnow
350.360
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
25683.390
Hydration Free Energy
-2.920
Log(D) at pH=7.4
3.480
Log(P)
3.72
Log S
-5.27
Log(Vapor Pressure)
-860.51
Melting Point
238.07
pKa Acid
4.36
pKa Basic
2.33
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7609
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7609
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7548
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7548
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7403
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7403
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7369
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7369
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7253
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7253

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