3-O-[2′-(2"-O-glycolyl)-glyoxylyl-beta-D-glucuronopyranosyl]-28-O-beta-D-glucopyranosyl-olean-12-en-3beta-ol-28-oic acid - Compound Card

3-O-[2′-(2"-O-glycolyl)-glyoxylyl-beta-D-glucuronopyranosyl]-28-O-beta-D-glucopyranosyl-olean-12-en-3beta-ol-28-oic acid

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3-O-[2′-(2"-O-glycolyl)-glyoxylyl-beta-D-glucuronopyranosyl]-28-O-beta-D-glucopyranosyl-olean-12-en-3beta-ol-28-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Glycoside
Canonical Smiles OCC1OC(OC(=O)[C@]23CC[C@@]4(C(=CCC5[C@@]4(C)CCC4[C@]5(C)CC[C@@H](C4(C)C)OC4OC(C(=O)O)C(C(C4O)OC(C(=O)O)OCC(=O)O)O)C3CC(CC2)(C)C)C)C(C(C1O)O)O
InChI InChI=1S/C46H70O19/c1-41(2)14-16-46(40(59)65-37-30(52)29(51)28(50)23(19-47)61-37)17-15-44(6)21(22(46)18-41)8-9-25-43(5)12-11-26(42(3,4)24(43)10-13-45(25,44)7)62-38-32(54)33(31(53)34(64-38)35(55)56)63-39(36(57)58)60-20-27(48)49/h8,22-26,28-34,37-39,47,50-54H,9-20H2,1-7H3,(H,48,49)(H,55,56)(H,57,58)/t22?,23?,24?,25?,26-,28?,29?,30?,31?,32?,33?,34?,37?,38?,39?,43-,44+,45+,46-/m0/s1
InChIKey DVEJWYUSLPQXTD-UTADPZEMSA-N
Formula C46H70O19
HBA 16
HBD 9
MW 927.05
Rotatable Bonds 12
TPSA 305.73
LogP 1.94
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 65
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 926.45
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Bassia indica Chenopodiaceae Plantae 267517

Showing of synonyms

  • Othman A, Amen Y, et al. (2021). A novel acylated flavanol tetraglycoside and rare oleanane saponins with a unique acetal-linked dicarboxylic acid substituent from the xero-halophyte Bassia indica. Fitoterapia, 2021, 152, 104907. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 927.05 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 927.05 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 927.05 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 927.05 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 927.05 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.18
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1130.22
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
148695.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.66
Plasma Protein Binding
38.9
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
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
-0.8
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-3458.36
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.05
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.07
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
-269883281.76
Rat (Acute)
2.13
Rat (Chronic Oral)
4.87
Fathead Minnow
340674.44
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
30349597.93
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-7.21
Log(P)
2.97
Log S
-2.67
Log(Vapor Pressure)
-999317.28
Melting Point
293.0
pKa Acid
-7221.26
pKa Basic
-17.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7359

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