Helioscopin B - Compound Card

Helioscopin B

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Helioscopin B

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Tannin
Canonical Smiles O=C(c1cc(O)c(c(c1)O)O)OCC1O[C@@H](OC(=O)c2cc(O)c(c(c2)O)O)C2[C@@H]([C@@H]1OC(=O)[C@]13CC(=O)[C@@](C4([C@@H]1c1c(C(=O)O2)cc(c(c1O4)O)O)O)(O[C@@]13C(=O)O[C@H]2C1(O)OCC2O)O)OC(=O)c1cc(O)c(c(c1)O)O
InChI InChI=1S/C47H36O32/c48-15-1-11(2-16(49)26(15)57)36(61)70-10-23-30-32(73-37(62)12-3-17(50)27(58)18(51)4-12)33(40(72-23)77-38(63)13-5-19(52)28(59)20(53)6-13)74-39(64)14-7-21(54)29(60)31-25(14)34-43(41(65)75-30)8-24(56)45(67,46(34,68)78-31)79-44(43)42(66)76-35-22(55)9-71-47(35,44)69/h1-7,22-23,30,32-35,40,48-55,57-60,67-69H,8-10H2/t22?,23?,30-,32-,33?,34-,35-,40+,43+,44-,45+,46?,47?/m1/s1
InChIKey WAKYDRBGFREGPP-XCZSORDFSA-N
Formula C47H36O32
HBA 32
HBD 15
MW 1112.77
Rotatable Bonds 7
TPSA 515.24
LogP -2.85
Number Rings 12
Number Aromatic Rings 4
Heavy Atom Count 79
Formal Charge 0
Fraction CSP3 0.34
Exact Mass 1112.12
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia helioscopia Euphorbiaceae Plantae 154990

Showing of synonyms

  • Mohamed AH, Hegazy MF, et al. (2012). Euphorbia helioscopia: Chemical constituents and biological activities. International Journal of Phytopharmacology,2012,3(1),78-90. [View]
Pubchem: 162926097

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC2OC(COC(=O)c3ccccc3)C(OC4=O)C(OC(=O)c5ccccc5)C2OC(=O)c6cccc(OC7C(O8)C(=O)C9)c6C7C49C18C2C(CCO2)OC1=O

Level: 3

Mol. Weight: 1112.77 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC(OC2)C(OC3=O)C(OC(=O)c4ccccc4)C2OC(=O)c5cccc(OC6C(O7)C(=O)C8)c5C6C38C79C1C(CCO1)OC9=O

Level: 2

Mol. Weight: 1112.77 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC(C(C2)OC3=O)OC(OC(=O)c4ccccc4)C2OC(=O)c5cccc(OC6C(O7)C(=O)C8)c5C6C38C79C1C(CCO1)OC9=O

Level: 2

Mol. Weight: 1112.77 g/mol

Structure

SMILES: c1ccccc1C(=O)OC2OCC(OC3=O)C(OC(=O)c4ccccc4)C2OC(=O)c5cccc(OC6C(O7)C(=O)C8)c5C6C38C79C1C(CCO1)OC9=O

Level: 2

Mol. Weight: 1112.77 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC(OC2)C(OC3=O)CC2OC(=O)c4cccc(OC5C(O6)C(=O)C7)c4C5C37C68C9C(CCO9)OC8=O

Level: 1

Mol. Weight: 1112.77 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(OCC(C2)OC3=O)C2OC(=O)c4cccc(OC5C(O6)C(=O)C7)c4C5C37C68C9C(CCO9)OC8=O

Level: 1

Mol. Weight: 1112.77 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(C(OC2=O)COC3)C3OC(=O)c4cccc(OC5C(O6)C(=O)C7)c4C5C27C68C9C(CCO9)OC8=O

Level: 1

Mol. Weight: 1112.77 g/mol

Structure

SMILES: O=C1OC(CCO2)C2C13C45C6c7c(OC6C(O3)C(=O)C4)cccc7C(=O)OC8CC(OC5=O)COC8

Level: 0

Mol. Weight: 1112.77 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1112.77 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.29
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
109985042.2
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
14373751288.84

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.19
Plasma Protein Binding
8.44
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
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
Inhibitor

Excretion

Clearance
9.97
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-334300892.67
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-137.2
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.05
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
-26087668630227.89
Rat (Acute)
2.59
Rat (Chronic Oral)
55955.24
Fathead Minnow
32930132943.64
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
2934139465285.69
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-1631083.61
Log(P)
-191.13
Log S
-7.25
Log(Vapor Pressure)
-96619713680.2
Melting Point
-25018.59
pKa Acid
-704027347.84
pKa Basic
-5663854.77
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9228
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9228
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8702
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8702
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8565
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8565
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8529
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8529
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8518
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8518
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8517
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8517
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8365
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8365
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8305
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8305
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8254
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8254
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8182
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8182
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8061
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8061
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8038
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8038
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7969
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7969
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7958
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7958
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.7904
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.7904
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7719
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7719
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7688
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7688
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7354
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7354
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7345
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7345
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7340
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7340
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7288
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7288
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7196
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7196
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7151
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7151
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7058
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7058
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7046
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7046
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7024
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7024
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7022
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7022

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