2,3,4',5,6-pentahydroxybenzophenone-4-C-glucoside - Compound Card

2,3,4',5,6-pentahydroxybenzophenone-4-C-glucoside

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2,3,4',5,6-pentahydroxybenzophenone-4-C-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Thymelaeaceae
  • Kingdom: Plantae
  • Class: Benzophenone
    • Subclass: Benzophenone Glycoside
Canonical Smiles OC[C@H]1OC([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)c(O)c(c(c1O)O)C(=O)c1ccc(cc1)O
InChI InChI=1S/C19H20O11/c20-5-8-12(23)17(28)18(29)19(30-8)10-15(26)13(24)9(14(25)16(10)27)11(22)6-1-3-7(21)4-2-6/h1-4,8,12,17-21,23-29H,5H2/t8-,12-,17+,18-,19?/m1/s1
InChIKey SKRIRYCDGPUUHY-JDYPFDEJSA-N
Formula C19H20O11
HBA 11
HBD 9
MW 424.36
Rotatable Bonds 4
TPSA 208.37
LogP -1.04
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 424.1
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Gnidia involucrata Thymelaeaceae Plantae 142743

Showing of synonyms

  • Ferrari J, Terreaux C, et al. (2000). Benzophenone glycosides from Gnidia involucrata. Phytochemistry,2000,54(8),883-889. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)c2ccc(cc2)C3CCCCO3

Level: 2

Mol. Weight: 424.36 g/mol

Structure

SMILES: c1ccccc1C(=O)c2ccccc2

Level: 1

Mol. Weight: 424.36 g/mol

Structure

SMILES: c1ccccc1C2CCCCO2

Level: 1

Mol. Weight: 424.36 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 424.36 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 424.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.56
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-6.350
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.500
Plasma Protein Binding
61.06
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
11.500
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.700
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.760
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.770
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
-20.690
Rat (Acute)
2.130
Rat (Chronic Oral)
4.580
Fathead Minnow
3.070
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
669.830
Hydration Free Energy
-13.420
Log(D) at pH=7.4
-1.930
Log(P)
0.39
Log S
-2.99
Log(Vapor Pressure)
-14.81
Melting Point
198.61
pKa Acid
1.76
pKa Basic
11.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.8767
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.8767
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8744
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8744
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.8736
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.8736
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8681
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8681
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.8455
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.8455
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.8369
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.8369
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8263
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8263
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8199
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8199
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8073
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8073
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7933
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7933
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7894
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7894
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7770
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7770
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7754
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7754
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7635
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7635
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7620
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7620
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7595
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7595
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7525
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7525
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7507
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7507
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7495
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7495
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7479
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7479
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7393
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7393
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7391
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7391
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7381
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7381
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7351
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7351
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7344
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7344
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7334
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7334
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7262
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7262
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7232
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7232
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7209
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7209
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7209
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7209
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 4 0.7185
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 4 0.7185
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 3 0.7175
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 3 0.7175
[LysW]-aminoadipate kinase O50147 LYSZ_THET2 Thermus thermophilus 3 0.7140
[LysW]-aminoadipate kinase O50147 LYSZ_THET2 Thermus thermophilus 3 0.7140
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7070
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7070
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 6 0.7064
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 6 0.7064
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7030
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7030
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7004
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7004

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