Gossypin-3-sulphate - Compound Card

Gossypin-3-sulphate

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Gossypin-3-sulphate

Structure
Zoomed Structure
  • Family: Plantae - Malvaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2c(O)cc(c3c2oc(c2ccc(c(c2)O)O)c(c3=O)OS(=O)(=O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C21H20O16S/c22-5-11-13(27)15(29)16(30)21(34-11)36-18-10(26)4-9(25)12-14(28)20(37-38(31,32)33)17(35-19(12)18)6-1-2-7(23)8(24)3-6/h1-4,11,13,15-16,21-27,29-30H,5H2,(H,31,32,33)/t11-,13-,15+,16-,21+/m1/s1
InChIKey DMAOYRIREVHKFQ-OFEDHLHNSA-N
Formula C21H20O16S
HBA 15
HBD 9
MW 560.44
Rotatable Bonds 6
TPSA 274.11
LogP -1.36
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 560.05
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Malva sylvestris Malvaceae Plantae 145754

Showing of synonyms

  • Nawwar M, El Dein A, et al. (1977). Two New Sulfated Flavonol Glucosides from Leaves of Malva Sylvestris. Phytochemistry, 1977, 16(1), 145-146. [View]
Pubchem: 101421038

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(ccc2)c(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 560.44 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)OC3CCCCO3

Level: 1

Mol. Weight: 560.44 g/mol

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 560.44 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 560.44 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 560.44 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 560.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.6
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.910
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3.15

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.050
Plasma Protein Binding
82.24
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.130
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.600
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.930
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.070
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
-791.390
Rat (Acute)
2.110
Rat (Chronic Oral)
4.480
Fathead Minnow
3.600
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
693.200
Hydration Free Energy
-3.370
Log(D) at pH=7.4
-0.730
Log(P)
-1.73
Log S
-3.36
Log(Vapor Pressure)
-13.45
Melting Point
214.91
pKa Acid
5.19
pKa Basic
7.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.8534
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8419
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8116
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8086
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8048
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8030
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7991
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.7956
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7953
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7876
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7871
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7701
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7687
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7569
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7459
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7459
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7416
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7330
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 4 0.7299
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7156
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7147
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7126
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7085
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.7075
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7036

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