Hydroxyhispidin-di-O-glucoside - Compound Card

Hydroxyhispidin-di-O-glucoside

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Hydroxyhispidin-di-O-glucoside

Structure
Zoomed Structure
  • Family: Tamaricaceae
  • Kingdom: Plantae
  • Class: Coumarin
    • Subclass: Hydroxy Coumarin Glycoside
Canonical Smiles OC[C@@H]1OC(Oc2cc(/C=C/c3cc(O)c(c(=O)o3)O)ccc2OC2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C25H30O16/c26-7-14-17(30)19(32)21(34)24(40-14)38-12-4-2-9(1-3-10-6-11(28)16(29)23(36)37-10)5-13(12)39-25-22(35)20(33)18(31)15(8-27)41-25/h1-6,14-15,17-22,24-35H,7-8H2/b3-1+/t14-,15+,17-,18+,19+,20-,21-,22+,24?,25?/m1/s1
InChIKey JPRMVMFEAXALTA-XIUYWGNNSA-N
Formula C25H30O16
HBA 16
HBD 10
MW 586.5
Rotatable Bonds 8
TPSA 269.43
LogP -3.42
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 41
Formal Charge 0
Fraction CSP3 0.48
Exact Mass 586.15
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Tamarix articulata Tamaricaceae Plantae 189786

Showing of synonyms

  • Shaalan Y.M, Handoussa H, et al. (2018). Destabilizing the interplay between miR-1275 and IGF2BPs by Tamarix articulata and quercetin in hepatocellular carcinoma. Nat Prod Res,2018,32(18),2217-2220. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O=c(o1)cccc1C=Cc2cc(OC3CCCCO3)c(cc2)OC4CCCCO4

Level: 3

Mol. Weight: 398.46 g/mol

Structure

SMILES: O=c(o1)cccc1C=Cc2ccc(cc2)OC3CCCCO3

Level: 2

Mol. Weight: 298.34 g/mol

Structure

SMILES: O=c(o1)cccc1C=Cc2cc(ccc2)OC3CCCCO3

Level: 2

Mol. Weight: 298.34 g/mol

Structure

SMILES: O1CCCCC1Oc2c(cccc2)OC3CCCCO3

Level: 2

Mol. Weight: 278.35 g/mol

Structure

SMILES: c1ccccc1C=Cc2cccc(=O)o2

Level: 1

Mol. Weight: 198.22 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 178.23 g/mol

Structure

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 96.08 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.62
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.46
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
2.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.83
Plasma Protein Binding
59.27
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
5.86
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-4.05
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.99
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.39
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
-4803.72
Rat (Acute)
2.29
Rat (Chronic Oral)
4.83
Fathead Minnow
10.34
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
618.45
Hydration Free Energy
-3.13
Log(D) at pH=7.4
-2.18
Log(P)
-3.77
Log S
-2.53
Log(Vapor Pressure)
-13.9
Melting Point
228.66
pKa Acid
2.31
pKa Basic
6.97
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9547
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9513
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9496
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9417
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9372
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9221
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.9173
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9076
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8974
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8932
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.8816
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8814
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8805
LysR-type regulatory protein Q7WT50 Q7WT50_9BURK Burkholderia sp. DNT 3 0.8802
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8796
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8697
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8680
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8680
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.8658
Uric acid degradation bifunctional protein Q45697 PUCL_BACSB Bacillus sp 4 0.8654
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8626
Uracil-DNA glycosylase P20536 UNG_VACCC Vaccinia virus 4 0.8518
Uricase Q00511 URIC_ASPFL Aspergillus flavus 4 0.8440
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8437
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8422
Uricase Q00511 URIC_ASPFL Aspergillus flavus 4 0.8383
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8375
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8365
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.8335
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8307
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8281
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.8155
Catechol O-methyltransferase P21964 COMT_HUMAN Homo sapiens 3 0.8124
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8050
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8041
Uracil-DNA glycosylase P9WFQ9 UNG_MYCTU Mycobacterium tuberculosis 4 0.8023
Uracil-DNA glycosylase P13051 UNG_HUMAN Homo sapiens 4 0.8010
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7952
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7884
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7880
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7862
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7858
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7849
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 4 0.7843
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7837
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7836
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7835
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7824
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7822
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7802
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7800
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7728
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7680
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7676
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7673
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7658
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7622
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7613
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7607
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7585
Nucleoside phosphorylase, putative Q57VZ2 Q57VZ2_TRYB2 Trypanosoma brucei brucei 4 0.7572
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7570
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7564
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7554
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7540
Xanthine dehydrogenase/oxidase P22985 XDH_RAT Rattus norvegicus 3 0.7539
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7533
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7496
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7490
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7467
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7463
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7459
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7437
Uridine phosphorylase P12758 UDP_ECOLI Escherichia coli 4 0.7411
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7388
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7370
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7367
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7360
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7349
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7332
Monomeric sarcosine oxidase P40859 MSOX_BACB0 Bacillus sp 3 0.7320
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7305
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7304
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7293
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7286
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 3 0.7281
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7273
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7266
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7247
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7204
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7201
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7182
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7159
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7105
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7095
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7087
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7074
Purine nucleoside phosphorylase B9JYS2 B9JYS2_AGRVS Agrobacterium vitis 3 0.7070
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7065
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7051
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7030
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7026
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7020

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