Desglauside - Compound Card

Desglauside

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Desglauside

Structure
Zoomed Structure
  • Family: Plantae - Irvingiaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Ellagic Derivative
Canonical Smiles OC[C@H]1OC(Oc2cc3c(=O)oc4c5c3c(c2O)oc(=O)c5cc(c4OC)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C22H20O13/c1-30-9-4-7-12-11-6(21(29)35-19(12)17(9)31-2)3-8(14(25)18(11)34-20(7)28)32-22-16(27)15(26)13(24)10(5-23)33-22/h3-4,10,13,15-16,22-27H,5H2,1-2H3/t10-,13-,15+,16-,22?/m1/s1
InChIKey RXQPQMBTIHPDRG-MCZYCJOGSA-N
Formula C22H20O13
HBA 13
HBD 5
MW 492.39
Rotatable Bonds 5
TPSA 198.49
LogP -0.61
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 492.09
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Desbordesia glaucescens Irvingiaceae Plantae 300981

Showing of synonyms

  • DongmoMafodong F, Tsopmo A, et al. (2015). A Novel Ellagic Acid Derivative from Desbordesia glaucescens.. Natural Product Communications, 2015, 10(10), 1709-1710. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c12c3c4c(=O)oc2cc(OC5CCCCO5)cc1c(=O)oc3ccc4

Level: 1

Mol. Weight: 492.39 g/mol

Structure

SMILES: c12c3c4c(=O)oc2cccc1c(=O)oc3ccc4

Level: 0

Mol. Weight: 492.39 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 492.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.28
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.07
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.25
Plasma Protein Binding
77.78
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
5.87
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.95
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.02
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.96
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
-411.55
Rat (Acute)
2.46
Rat (Chronic Oral)
3.74
Fathead Minnow
4.74
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
597.61
Hydration Free Energy
-3.03
Log(D) at pH=7.4
1.71
Log(P)
-0.88
Log S
-3.85
Log(Vapor Pressure)
-10.82
Melting Point
185.25
pKa Acid
5.43
pKa Basic
3.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9170
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9140
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.9117
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8990
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8836
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8651
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8387
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8382
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8193
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8172
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8036
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7994
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7972
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7880
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7787
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7772
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7680
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7582
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7558
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7454
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7407
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7371
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7339
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7274
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7240
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7239
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7194
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7142
NTPase P4 Q94M05 Q94M05_9VIRU Pseudomonas phage phi12 3 0.7142
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7115
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7104
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7048
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7040
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7034
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7016
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.7005

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