3-O-beta-D-glucuronopyranosyl-lup-20(29)-ene-23-aldehyde-28-oic acid-28-O-beta-D glucopyranosyl ester - Compound Card

3-O-beta-D-glucuronopyranosyl-lup-20(29)-ene-23-aldehyde-28-oic acid-28-O-beta-D glucopyranosyl ester

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3-O-beta-D-glucuronopyranosyl-lup-20(29)-ene-23-aldehyde-28-oic acid-28-O-beta-D glucopyranosyl ester

Structure
Zoomed Structure
  • Family: Plantae - Amaranthaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles OCC1OC(OC(=O)[C@@]23CCC(C3C3[C@](CC2)(C)[C@]2(C)CCC4[C@]([C@H]2CC3)(C)CC[C@@H]([C@@]4(C)C=O)OC2OC(CC(=O)O)C(C(C2O)O)O)C(=C)C)C(C(C1O)O)O
InChI InChI=1S/C43H66O15/c1-20(2)21-9-14-43(38(54)58-37-35(53)33(51)31(49)24(18-44)56-37)16-15-41(5)22(29(21)43)7-8-26-39(3)12-11-27(40(4,19-45)25(39)10-13-42(26,41)6)57-36-34(52)32(50)30(48)23(55-36)17-28(46)47/h19,21-27,29-37,44,48-53H,1,7-18H2,2-6H3,(H,46,47)/t21?,22?,23?,24?,25?,26-,27+,29?,30?,31?,32?,33?,34?,35?,36?,37?,39+,40+,41-,42-,43+/m1/s1
InChIKey HQJQGXOXNRJMRX-FFXWJVDKSA-N
Formula C43H66O15
HBA 14
HBD 8
MW 822.99
Rotatable Bonds 9
TPSA 249.97
LogP 1.83
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 58
Formal Charge 0
Fraction CSP3 0.88
Exact Mass 822.44
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Anabasis articulata Amaranthaceae Plantae 996498

Showing of synonyms

  • Gamal G, Abo-El-Seoud KA, et al. (2022). Triterpenoids from the aerial parts of Anabasis articulata (Forssk) Moq: gastroprotective effect in vivo with in silico studies, cytotoxic and antimicrobial activities. Nat Prod Res. 2022, 36(16), 4076-4084.. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCC2)C4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 822.99 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCC2)C4C(CC3)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 822.99 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCC(C5)OC6CCCCO6

Level: 1

Mol. Weight: 822.99 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCCC5

Level: 0

Mol. Weight: 822.99 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 822.99 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.97
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
71.03
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
10077.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.8
Plasma Protein Binding
61.39
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
2.28
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-239.34
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.28
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.36
Micronucleos
Safe
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
-18290770.52
Rat (Acute)
3.36
Rat (Chronic Oral)
4.4
Fathead Minnow
23094.76
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
2053450.3
Hydration Free Energy
-2.92
Log(D) at pH=7.4
2.4
Log(P)
2.22
Log S
-3.44
Log(Vapor Pressure)
-67511.74
Melting Point
280.14
pKa Acid
-433.57
pKa Basic
6.68

No predicted protein targets found for this compound.

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