3-O-methylalaternin-7-O-sulphate - Compound Card

3-O-methylalaternin-7-O-sulphate

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3-O-methylalaternin-7-O-sulphate

Structure
Zoomed Structure
  • Family: Fungi - Phaeosphaeriaceae
  • Kingdom: Fungi
  • Class: Quinone
    • Subclass: Sulphunated Anthraquinone
Canonical Smiles COc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)c(c(c1)C)OS(=O)(=O)O[Na]
InChI InChI=1S/C16H12O9S.Na/c1-6-3-8-12(15(20)16(6)25-26(21,22)23)14(19)11-9(13(8)18)4-7(24-2)5-10(11)17;/h3-5,17,20H,1-2H3,(H,21,22,23);/q;+1/p-1
InChIKey QIDAOSBXJCMMNA-UHFFFAOYSA-M
Formula C16H11NaO9S
HBA 9
HBD 2
MW 402.31
Rotatable Bonds 4
TPSA 136.43
LogP 0.91
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 402.0
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ampelomyces species Phaeosphaeriaceae Fungi 50729

Showing of synonyms

  • Aly AH, Edrada-Ebel R, et al. (2008). Bioactive metabolites from the endophytic fungus Ampelomyces sp. isolated from the medicinal plant Urospermum picroides. Phytochemistry,2008,69(8),1716-1725. [View] [PubMed]
Pubchem: 24882468

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 402.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.5
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.770
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.07

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.040
Plasma Protein Binding
9.84
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
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.130
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.300
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.330
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
9.080
Micronucleos
Toxic
NR-AhR
Toxic
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
3.060
Rat (Acute)
2.160
Rat (Chronic Oral)
2.520
Fathead Minnow
4.590
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
484.220
Hydration Free Energy
-8.650
Log(D) at pH=7.4
1.060
Log(P)
3.79
Log S
-3.86
Log(Vapor Pressure)
-7.35
Melting Point
196.52
pKa Acid
5.01
pKa Basic
4.71
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9401
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9401
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9280
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9280
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9278
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9278
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.9245
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.9245
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9178
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9178
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9110
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9110
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9104
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9104
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9099
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9099
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9059
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9059
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9039
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9039
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8783
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8783
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8755
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8755
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8749
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8749
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8680
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8680
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8596
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8596
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8510
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8510
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8437
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8437
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8408
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8408
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8401
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8401
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8363
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8363
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8313
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8313
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8230
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8230
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.8145
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.8145
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8084
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8084
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8081
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8081
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8031
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8031
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7922
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7922
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7900
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7900
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7863
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7863
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7843
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7843
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7792
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7792
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7749
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7749
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7733
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7733
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7709
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7709
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7650
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7650
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7565
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7565
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7526
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7526
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7510
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7510
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7486
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7486
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7424
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7424
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7416
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7416
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7411
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7411
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7377
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7377
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7372
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7372
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7371
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7371
High affinity transport system protein p37 P15363 P37_MYCHR Mesomycoplasma hyorhinis 3 0.7350
High affinity transport system protein p37 P15363 P37_MYCHR Mesomycoplasma hyorhinis 3 0.7350
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7316
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7316
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7305
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7305
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7256
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7256
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7243
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7243
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7232
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7232
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7164
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7164
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7147
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7147
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7140
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7140
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7122
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7122
Carboxyethyl-arginine beta-lactam-synthase P0DJQ7 BLS_STRCL Streptomyces clavuligerus 3 0.7106
Carboxyethyl-arginine beta-lactam-synthase P0DJQ7 BLS_STRCL Streptomyces clavuligerus 3 0.7106
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7104
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7104
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7077
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7077
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7062
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7062
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7029
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7029
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7023
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7023

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