Swietephragmin F - Compound Card

Swietephragmin F

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Swietephragmin F

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)CC)C)O
InChI InChI=1S/C35H42O12/c1-8-18(3)25(38)44-26-29(5)17-31(39)30(6,20(29)14-22(36)41-7)32-12-11-28(4)21(15-23(37)43-24(28)19-10-13-42-16-19)35(32)27(34(26,31)40)45-33(9-2,46-32)47-35/h8,10,13,15-16,20,24,26-27,39-40H,9,11-12,14,17H2,1-7H3/b18-8+/t20-,24-,26-,27+,28+,29+,30+,31+,32?,33?,34?,35?/m0/s1
InChIKey YXUIYDNZDJXDFI-ISRLNJNESA-N
Formula C35H42O12
HBA 12
HBD 2
MW 654.71
Rotatable Bonds 6
TPSA 160.19
LogP 3.55
Number Rings 8
Number Aromatic Rings 1
Heavy Atom Count 47
Formal Charge 0
Fraction CSP3 0.69
Exact Mass 654.27
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: 101396724

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 654.71 g/mol

Structure

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

Level: 0

Mol. Weight: 654.71 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 654.71 g/mol

Antifeedant

Absorption

Caco-2 (logPapp)
-5.34
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.300
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
101.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.590
Plasma Protein Binding
87.44
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
6.090
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.140
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.390
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
8.250
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
-186382.930
Rat (Acute)
4.480
Rat (Chronic Oral)
2.950
Fathead Minnow
247.910
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
16458.300
Hydration Free Energy
-2.920
Log(D) at pH=7.4
3.160
Log(P)
3.37
Log S
-5.04
Log(Vapor Pressure)
-559.48
Melting Point
230.75
pKa Acid
5.15
pKa Basic
2.51
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8106
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8106
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7507
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7507
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7315
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7315

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