Isoiguesterin - Compound Card

Isoiguesterin

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Isoiguesterin

Structure
Zoomed Structure
  • Family: Plantae - Celastraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Bisnortriterpenoid
Canonical Smiles C=C1CC[C@]2([C@@H](C1)[C@]1(C)CC[C@@]3(C(=CC=C4C3=CC(=O)C(=C4C)O)[C@]1(CC2)C)C)C
InChI InChI=1S/C28H36O2/c1-17-9-10-25(3)11-13-27(5)22-8-7-19-18(2)24(30)21(29)16-20(19)26(22,4)12-14-28(27,6)23(25)15-17/h7-8,16,23,30H,1,9-15H2,2-6H3/t23-,25-,26+,27-,28+/m1/s1
InChIKey RUVGAOXZLPFVKY-IPTPSVHJSA-N
Formula C28H36O2
HBA 2
HBD 1
MW 404.59
Rotatable Bonds 0
TPSA 37.3
LogP 7.16
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 404.27
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Salacia madagascariensis Celastraceae Plantae 670374

Showing of synonyms

  • Thiem DA, Sneden AT, et al. (2005). Bisnortriterpenes from Salacia madagascariensis. Journal of Natural Products,2005,68(2),251-254. [View] [PubMed]
Pubchem: 328559
Nmrshiftdb2: 60066630

No compound-protein relationship available.

Structure

SMILES: C=C(C1)CCC(CC2)C1C(CC3)C2C(=CC4)C3C(C=45)=CC(=O)C=C5

Level: 0

Mol. Weight: 404.59 g/mol

Anti-leishmanial
Anti-plasmodial

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.51
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.77

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.05
Plasma Protein Binding
95.82
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
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
3.93
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.37
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.23
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.59
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-25.23
Rat (Acute)
2.82
Rat (Chronic Oral)
2.03
Fathead Minnow
4.26
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
468.13
Hydration Free Energy
-4.55
Log(D) at pH=7.4
5.03
Log(P)
5.85
Log S
-6.15
Log(Vapor Pressure)
-7.95
Melting Point
202.97
pKa Acid
9.16
pKa Basic
5.13
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7433
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7433
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.7378
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.7378

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