Azaleatin 3-diglycoside - Compound Card

Azaleatin 3-diglycoside

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Azaleatin 3-diglycoside

Structure
Zoomed Structure
  • Family: Plantae - Juglandaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles OC[C@@H]1O[C@H](OC[C@H]2O[C@@H](Oc3c(oc4c(c3=O)c(OC)cc(c4)O)c3ccc(c(c3)O)O)[C@@H]([C@H]([C@@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C28H32O17/c1-40-13-5-10(30)6-14-17(13)20(35)26(25(42-14)9-2-3-11(31)12(32)4-9)45-28-24(39)22(37)19(34)16(44-28)8-41-27-23(38)21(36)18(33)15(7-29)43-27/h2-6,15-16,18-19,21-24,27-34,36-39H,7-8H2,1H3/t15-,16+,18-,19+,21+,22-,23-,24+,27-,28-/m0/s1
InChIKey IAQIDLAWBOSOCA-NPVDYQLWSA-N
Formula C28H32O17
HBA 17
HBD 10
MW 640.55
Rotatable Bonds 8
TPSA 278.66
LogP -2.41
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 45
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 640.16
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Curya pecan Juglandaceae Plantae 32201

Showing of synonyms

  • Ishak MS, Ahmed AA, et al. (1980). Flavonol glycosides of Carya pecan. Phytochemistry,1980,19,2512-2513. [View]
Pubchem: 162817176
Nmrshiftdb2: 70084316

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 640.55 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 640.55 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 640.55 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 640.55 g/mol

Structure

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

Level: 1

Mol. Weight: 640.55 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 640.55 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 640.55 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 640.55 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 640.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.65
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.310
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
22.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.750
Plasma Protein Binding
65.24
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.130
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.830
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.820
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.530
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
-38618.450
Rat (Acute)
2.240
Rat (Chronic Oral)
4.430
Fathead Minnow
66.260
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
391.820
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-0.970
Log(P)
-1.59
Log S
-4.49
Log(Vapor Pressure)
-20.93
Melting Point
214.11
pKa Acid
3.46
pKa Basic
7.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9055
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9055
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8996
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8996
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8994
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8994
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8989
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8989
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8904
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8904
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8871
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8871
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8822
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8822
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8807
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8807
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8705
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8705
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8701
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8701
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8610
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8610
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8552
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8552
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8498
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8498
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8491
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8491
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8452
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8452
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8415
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8415
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8380
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8380
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8364
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8364
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8353
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8353
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8311
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8311
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8304
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8304
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8300
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8300
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8271
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8271
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8228
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8228
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8224
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8224
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8215
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8215
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.8208
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.8208
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8199
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8199
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8150
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8150
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8055
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8055
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8027
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8027
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8013
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8013
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7808
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7808
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7714
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7714
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7635
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7635
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7624
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7624
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7596
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7596
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7581
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7581
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7564
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7564
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7489
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7489
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7482
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7482
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7468
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7468
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7458
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7458
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7436
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7436
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7404
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7404
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7376
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7376
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7360
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7360
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7351
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7351
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7324
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7324
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7319
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7319
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7298
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7298
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7233
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7233
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7221
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7221
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7218
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7218
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7212
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7212
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7203
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7203
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7152
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7152
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7119
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7119
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7114
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7114
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7105
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7105
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7088
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7088
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7087
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7087
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7063
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7063
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7062
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7062
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7058
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7058
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7053
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7053
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7045
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7045
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.7034
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7034
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7034
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.7034
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7029
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7029
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7014
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7014

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