(3beta)-3-[(2-O-sulfo-beta-D-glucopyranurosonyl)oxy]urs-20-en-28-oic acid 28-(2-O-sulfo-beta-D-glucopyranosyl] ester - Compound Card

(3beta)-3-[(2-O-sulfo-beta-D-glucopyranurosonyl)oxy]urs-20-en-28-oic acid 28-(2-O-sulfo-beta-D-glucopyranosyl] ester

Select a section from the left sidebar

(3beta)-3-[(2-O-sulfo-beta-D-glucopyranurosonyl)oxy]urs-20-en-28-oic acid 28-(2-O-sulfo-beta-D-glucopyranosyl] ester

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Triterpene Glycoside
Canonical Smiles OC[C@H]1O[C@@H](OC(=O)[C@@]23CC=C([C@@H](C3C3[C@](CC2)(C)[C@]2(C)CCC4[C@](C2CC3)(C)CC[C@@H](C4(C)C)O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@H]([C@@H]2OS(=O)(=O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)OS(=O)(=O)O
InChI InChI=1S/C42H66O20S2/c1-19-10-15-42(37(50)60-35-32(61-63(51,52)53)28(45)27(44)22(18-43)57-35)17-16-40(6)21(26(42)20(19)2)8-9-24-39(5)13-12-25(38(3,4)23(39)11-14-41(24,40)7)58-36-33(62-64(54,55)56)30(47)29(46)31(59-36)34(48)49/h10,20-33,35-36,43-47H,8-9,11-18H2,1-7H3,(H,48,49)(H,51,52,53)(H,54,55,56)/t20-,21?,22+,23?,24?,25-,26?,27+,28-,29+,30+,31+,32+,33-,35-,36-,39-,40+,41+,42-/m0/s1
InChIKey SECBHYQHHDDKDO-XXIODATKSA-N
Formula C42H66O20S2
HBA 17
HBD 8
MW 955.1
Rotatable Bonds 10
TPSA 319.64
LogP 1.92
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 64
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 954.36
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Zygophyllum geslini Zygophyllaceae Plantae 66651

Showing of synonyms

  • Smati D, Mitaine‐Offer A, et al. (2007). Ursane-Type Triterpene Saponins from Zygophyllum geslini. Helvetica Chimica Acta, 2007,90(4),712-719. [View]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC(=O)C23C(CC=CC2)C4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 955.1 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CC=CC2)C4C(CC3)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 955.1 g/mol

Structure

SMILES: C1C=CCC(CC2)C1C3CCC(C4C23)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 955.1 g/mol

Structure

SMILES: C1C=CCC(CC2)C1C3CCC(C4C23)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 955.1 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 955.1 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.06
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
520.360
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
69047.1

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.330
Plasma Protein Binding
85.28
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
1.700
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-1607.100
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.160
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.980
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
-125329478.280
Rat (Acute)
1.560
Rat (Chronic Oral)
4.620
Fathead Minnow
158204.840
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
14091318.300
Hydration Free Energy
-2.920
Log(D) at pH=7.4
1.970
Log(P)
-1.19
Log S
-2.15
Log(Vapor Pressure)
-463939.45
Melting Point
339.1
pKa Acid
-3323.25
pKa Basic
5.5

No predicted protein targets found for this compound.

Download SDF