3beta,23-dihydroxytaraxastane-28,20beta-lactone-3,23-disulfate ester - Compound Card

3beta,23-dihydroxytaraxastane-28,20beta-lactone-3,23-disulfate ester

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3beta,23-dihydroxytaraxastane-28,20beta-lactone-3,23-disulfate ester

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sulfated Pentacyclic Triterpene
Canonical Smiles O=C1O[C@@]2(C)CC[C@]31CC[C@@]1(C([C@H]3[C@@H]2C)CCC2[C@@]1(C)CCC1[C@]2(C)CC[C@@H]([C@@]1(C)COS(=O)(=O)O)OS(=O)(=O)O)C
InChI InChI=1S/C30H48O10S2/c1-18-23-19-7-8-21-25(2)11-10-22(40-42(35,36)37)26(3,17-38-41(32,33)34)20(25)9-12-28(21,5)27(19,4)13-15-30(23)16-14-29(18,6)39-24(30)31/h18-23H,7-17H2,1-6H3,(H,32,33,34)(H,35,36,37)/t18-,19?,20?,21?,22-,23+,25-,26-,27+,28+,29-,30+/m0/s1
InChIKey OWVIUYZFYFOZLP-NLVUGNMSSA-N
Formula C30H48O10S2
HBA 8
HBD 2
MW 632.84
Rotatable Bonds 5
TPSA 153.5
LogP 5.39
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.97
Exact Mass 632.27
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Fagonia arabica Zygophyllaceae Plantae 291457

Showing of synonyms

  • Perrone A, Masullo M, et al. (2007). Sulfated Triterpene Derivatives from Fagonia arabica. J Nat Prod,2007,70(4),584-3. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O=C1OC(CC2)CC(C123)C4C(CC3)C5C(CC4)C6C(CC5)CCCC6

Level: 0

Mol. Weight: 632.84 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.91
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.46
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.73
Plasma Protein Binding
78.77
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
Inhibitor

Excretion

Clearance
-3.47
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-1.12
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.11
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.43
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
Toxic
T. Pyriformis
-4569.58
Rat (Acute)
1.92
Rat (Chronic Oral)
2.24
Fathead Minnow
9.83
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
498.9
Hydration Free Energy
-3.13
Log(D) at pH=7.4
3.31
Log(P)
0.15
Log S
-2.99
Log(Vapor Pressure)
-12.11
Melting Point
260.85
pKa Acid
3.86
pKa Basic
5.45
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7212

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