Argeloside O - Compound Card

Argeloside O

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Argeloside O

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Pregnane Glycoside
Canonical Smiles COC(=O)CC(OC(C(=O)O)C)O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@@]43O[C@H]3[C@@H]2[C@](O4)(C)OC3)C)C1)C
InChI InChI=1S/C28H40O9/c1-15(24(30)31)34-22(13-21(29)32-5)35-17-8-10-25(2)16(12-17)6-7-19-18(25)9-11-26(3)23-20-14-33-27(23,4)37-28(19,26)36-20/h6,15,17-20,22-23H,7-14H2,1-5H3,(H,30,31)/t15?,17-,18-,19+,20+,22?,23-,25-,26+,27+,28-/m0/s1
InChIKey LAGKFZXTTOABAX-RAAGZJLXSA-N
Formula C28H40O9
HBA 8
HBD 1
MW 520.62
Rotatable Bonds 7
TPSA 109.75
LogP 3.79
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 520.27
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Solenostemma argel Apocynaceae Plantae 219273

Showing of synonyms

  • Perrone A, Plaza A, et al. (2006). 14,15-Secopregnane derivatives from the leaves of Solenostemma argel. Journal of Natural Products,2006,69(1),50-54. [View] [PubMed]
Pubchem: 11692125

No compound-protein relationship available.

Structure

SMILES: O1C2OCC(O3)C2C(C134)CCC5C4CC=C6C5CCCC6

Level: 0

Mol. Weight: 520.62 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.31
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.850
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.860
Plasma Protein Binding
78.27
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.590
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.610
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.020
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.480
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1193.930
Rat (Acute)
2.480
Rat (Chronic Oral)
1.830
Fathead Minnow
3.640
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
458.200
Hydration Free Energy
-3.020
Log(D) at pH=7.4
2.280
Log(P)
4.32
Log S
-5.12
Log(Vapor Pressure)
-9.24
Melting Point
159.64
pKa Acid
3.98
pKa Basic
5.85
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8710
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8710
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8154
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8154
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7392
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7392
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7379
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7379
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7210
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7210

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