11-(5-O-beta-D-fructopyranosyl) ester - Compound Card

11-(5-O-beta-D-fructopyranosyl) ester

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11-(5-O-beta-D-fructopyranosyl) ester

Structure
Zoomed Structure
  • Family: Plantae - Plantaginaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Iridoid Glycoside
Canonical Smiles OC/C=C(\CC/C=C(/C(=O)OCC1O[C@@H](OC2OC=C(C3C2[C@@](C)(O)CC3)C(=O)OC2COC(C(C2O)O)(O)CO)[C@H](C([C@@H]1O)O)O)\C)/C
InChI InChI=1S/C32H48O17/c1-15(8-10-33)5-4-6-16(2)27(40)44-12-19-22(35)24(37)25(38)30(48-19)49-29-21-17(7-9-31(21,3)42)18(11-45-29)28(41)47-20-13-46-32(43,14-34)26(39)23(20)36/h6,8,11,17,19-26,29-30,33-39,42-43H,4-5,7,9-10,12-14H2,1-3H3/b15-8-,16-6+/t17?,19?,20?,21?,22-,23?,24?,25+,26?,29?,30+,31+,32?/m1/s1
InChIKey NEBLFWGDTOEPFU-JGFMKRMQSA-N
Formula C32H48O17
HBA 17
HBD 9
MW 704.72
Rotatable Bonds 12
TPSA 271.59
LogP -2.62
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 49
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 704.29
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Anarrhinum pedatum Plantaginaceae Plantae 2500742

Showing of synonyms

  • Beladjila K.A, Berrehal D, et al. (2019). Antiangiogenic Activity of Compounds Isolated from Anarrhinum pedatum. Journal of natural products, 2019, 82(3), 510-519. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1OCCCC1OC(=O)C2=COC(C(C23)CCC3)OC4CCCCO4

Level: 2

Mol. Weight: 704.72 g/mol

Structure

SMILES: C1OCCCC1OC(=O)C2=COCC(C23)CCC3

Level: 1

Mol. Weight: 704.72 g/mol

Structure

SMILES: C1CCC(C12)C(OC=C2)OC3CCCCO3

Level: 1

Mol. Weight: 704.72 g/mol

Structure

SMILES: C1CCC(C12)COC=C2

Level: 0

Mol. Weight: 704.72 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 704.72 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.48
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.77
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
92.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.81
Plasma Protein Binding
27.33
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.03
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-4.35
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.58
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.76
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
-170903.78
Rat (Acute)
2.82
Rat (Chronic Oral)
4.26
Fathead Minnow
230.74
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
13625.95
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-0.13
Log(P)
-1.37
Log S
-1.42
Log(Vapor Pressure)
-467.3
Melting Point
166.69
pKa Acid
3.63
pKa Basic
5.05

No predicted protein targets found for this compound.

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