Foliamangiferoside A1 - Compound Card

Foliamangiferoside A1

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Foliamangiferoside A1

Structure
Zoomed Structure
  • Family: Plantae - Anacardiaceae
  • Kingdom: Plantae
  • Class: Benzophenone
    • Subclass: Benzophenone C-Glycoside
Canonical Smiles OCC1O[C@H]([C@H](C([C@@H]1O)O)OC(=O)c1ccc(cc1)O)c1c(OC)cc(c(c1O)C(=O)c1ccc(cc1)O)O
InChI InChI=1S/C27H26O12/c1-37-17-10-16(31)19(21(32)12-2-6-14(29)7-3-12)23(34)20(17)25-26(24(35)22(33)18(11-28)38-25)39-27(36)13-4-8-15(30)9-5-13/h2-10,18,22,24-26,28-31,33-35H,11H2,1H3/t18?,22-,24?,25+,26+/m1/s1
InChIKey QAGIFLJVFGOXJD-SKVBVRNUSA-N
Formula C27H26O12
HBA 12
HBD 7
MW 542.49
Rotatable Bonds 7
TPSA 203.44
LogP 1.13
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 39
Formal Charge 0
Fraction CSP3 0.26
Exact Mass 542.14
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Mangifera indica Anacardiaceae Plantae 29780

Showing of synonyms

  • Abdel-Mageed WM, Bayoumi SAH, et al. (2014). Benzophenone C-glucosides and gallotannins from mango tree stem bark with broad-spectrum anti-viral activity. Bioorganic and Medicinal Chemistry,2014,22(7),2236-2243. [View] [PubMed]
Pubchem: 163007508
Nmrshiftdb2: 60028528

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)c2cc(ccc2)C3C(CCCO3)OC(=O)c4ccccc4

Level: 3

Mol. Weight: 542.49 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(CCCO2)C2c3ccccc3

Level: 2

Mol. Weight: 542.49 g/mol

Structure

SMILES: c1ccccc1C(=O)c2cc(ccc2)C3CCCCO3

Level: 2

Mol. Weight: 542.49 g/mol

Structure

SMILES: c1ccccc1C(=O)OC2CCCOC2

Level: 1

Mol. Weight: 542.49 g/mol

Structure

SMILES: c1ccccc1C(=O)c2ccccc2

Level: 1

Mol. Weight: 542.49 g/mol

Structure

SMILES: c1ccccc1C2CCCCO2

Level: 1

Mol. Weight: 542.49 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 542.49 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 542.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.79
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.18
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.83
Plasma Protein Binding
61.36
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
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
10.49
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.01
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.13
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.75
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
-2070.48
Rat (Acute)
2.47
Rat (Chronic Oral)
4.3
Fathead Minnow
8.36
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
563.38
Hydration Free Energy
-3.09
Log(D) at pH=7.4
2.01
Log(P)
2.57
Log S
-5.51
Log(Vapor Pressure)
-9.42
Melting Point
194.94
pKa Acid
5.97
pKa Basic
3.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8948
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8948
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8930
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8930
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.8893
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.8893
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.8769
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.8769
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8727
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8727
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8712
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8712
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.8616
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.8616
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.8590
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.8590
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8415
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8415
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8266
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8266
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8117
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8117
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7972
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7972
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7949
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7949
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7545
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7545
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7462
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7462
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7450
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7450
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7432
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7432
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7351
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7351
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7342
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7342
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7334
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7334
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7274
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7274
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7269
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7269
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7227
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7227
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7223
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7223
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7214
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7214
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 4 0.7207
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 4 0.7207
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7202
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7202
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7194
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7194
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7187
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7187
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7159
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7159
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7116
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7116
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7074
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7074
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7067
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7067
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7059
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7059
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7052
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7052
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7044
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7044
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7012
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7012
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7005
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7005

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