Desacetylelaeodendrogenin - Compound Card

Desacetylelaeodendrogenin

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Desacetylelaeodendrogenin

Structure
Zoomed Structure
  • Family: Plantae - Celastraceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Cardenolide
Canonical Smiles O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2CCC2=C[C@H]([C@@H](C[C@]12C)O)O)O
InChI InChI=1S/C23H32O5/c1-21-11-19(25)18(24)10-14(21)3-4-17-16(21)5-7-22(2)15(6-8-23(17,22)27)13-9-20(26)28-12-13/h9-10,15-19,24-25,27H,3-8,11-12H2,1-2H3/t15-,16+,17-,18-,19-,21+,22-,23+/m1/s1
InChIKey LRDUWMIJRZDMQG-RGIDTNOESA-N
Formula C23H32O5
HBA 5
HBD 3
MW 388.5
Rotatable Bonds 1
TPSA 86.99
LogP 2.5
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.78
Exact Mass 388.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Salacia staudtiana Celastraceae Plantae 662028

Showing of synonyms

  • Kamtcha DW, Tene M, et al. (2018). Cardenolides from the stem bark of Salacia staudtiana.. Fitoterapia,2018, 127, 402-409. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1OC(=O)C=C1C2CCC(C23)C4C(CC3)C5C(CC4)=CCCC5

Level: 1

Mol. Weight: 388.5 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC=4C3CCCC4

Level: 0

Mol. Weight: 388.5 g/mol

Structure

SMILES: O=C1C=CCO1

Level: 0

Mol. Weight: 388.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.86
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.41

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.9
Plasma Protein Binding
57.38
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.25
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.64
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.61
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.99
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-18.34
Rat (Acute)
3.2
Rat (Chronic Oral)
2.07
Fathead Minnow
3.94
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
471.34
Hydration Free Energy
-5.17
Log(D) at pH=7.4
2.34
Log(P)
1.33
Log S
-3.79
Log(Vapor Pressure)
-9.38
Melting Point
238.41
pKa Acid
7.97
pKa Basic
6.77
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8202
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8131
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8007
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7666
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7373
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7119
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7117

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