11-O-beta-D-xyloopyranosylmyricanol - Compound Card

11-O-beta-D-xyloopyranosylmyricanol

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11-O-beta-D-xyloopyranosylmyricanol

Structure
Zoomed Structure
  • Family: Plantae - Myricaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene Pyranoside
Canonical Smiles COc1c2cc(c(c1OC)O)CCCC[C@@H](CCc1cc2c(O)cc1)O[C@H]1OC[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C26H34O9/c1-32-24-18-12-15(21(29)25(24)33-2)5-3-4-6-16(9-7-14-8-10-19(27)17(18)11-14)35-26-23(31)22(30)20(28)13-34-26/h8,10-12,16,20,22-23,26-31H,3-7,9,13H2,1-2H3/t16-,20-,22+,23-,26+/m0/s1
InChIKey YWDJXOYFWMXMLZ-RNDYEYTISA-N
Formula C26H34O9
HBA 9
HBD 5
MW 490.55
Rotatable Bonds 4
TPSA 138.07
LogP 2.27
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.54
Exact Mass 490.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Myrica arborea Myricaceae Plantae 3509

Showing of synonyms

  • Tene M. (2014). Study of a Model of Semi-Linear Volterra Integral Equation with Memory Effect in One Dimension. Doctorat 3 cycle (M. Tene), Faculty of Sciences, University of Yaounde I, Cameroon. [View]

No compound-protein relationship available.

Structure

SMILES: c12c3cc(ccc3)CCCCC(CCc(c1)ccc2)OC4CCCCO4

Level: 1

Mol. Weight: 490.55 g/mol

Structure

SMILES: c12c3cc(ccc3)CCCCCCCc(c1)ccc2

Level: 0

Mol. Weight: 490.55 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 490.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.49
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.01
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.01
Plasma Protein Binding
78.89
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
13.52
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.91
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.43
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.56
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
-370.31
Rat (Acute)
2.46
Rat (Chronic Oral)
3.24
Fathead Minnow
4.43
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
507.94
Hydration Free Energy
-3.35
Log(D) at pH=7.4
2.41
Log(P)
1.73
Log S
-3.9
Log(Vapor Pressure)
-10.63
Melting Point
195.93
pKa Acid
7.86
pKa Basic
5.11
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9248
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9147
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.9097
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9085
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8979
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.8964
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8955
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8946
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8936
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8859
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 3 0.8712
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8663
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8553
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8509
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8460
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8422
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8417
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8384
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8366
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8347
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8337
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8253
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8204
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8138
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8137
Odorant binding protein ASP1 Q8WRW5 Q8WRW5_APIME Apis mellifera 3 0.8102
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.8091
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8025
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8013
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7983
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7976
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7936
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7929
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7927
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7923
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 3 0.7912
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7894
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7876
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7872
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7870
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7868
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7847
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7843
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7841
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7834
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7824
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7817
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7788
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7775
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7771
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7758
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7746
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7744
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7738
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7734
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7724
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7724
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7706
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7678
L-aspartate semialdehyde sulfurtransferase Q57564 Y100_METJA Methanocaldococcus jannaschii 4 0.7669
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7660
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 3 0.7655
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7615
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 3 0.7615
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7601
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7577
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7553
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7542
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7539
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7494
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7470
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7454
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7452
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7442
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7441
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7434
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7415
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7388
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7376
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7370
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7369
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7366
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 4 0.7347
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7340
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7292
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7288
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7286
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7283
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7265
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7245
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7243
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7233
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7225
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7210
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7191
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7185
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7178
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7176
4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase 1, chloroplastic P49235 HGGL1_MAIZE Zea mays 2 0.7165
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7160
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7153
Ribosomal RNA small subunit methyltransferase NEP1 Q06287 NEP1_YEAST Saccharomyces cerevisiae 4 0.7143
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7133
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7131
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7128
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7123
Histone-lysine N-methyltransferase EHMT2 Q96KQ7 EHMT2_HUMAN Homo sapiens 3 0.7113
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7112
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7110
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7103
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7099
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7098
Rho family GTPase C4M4W4 C4M4W4_ENTHI Entamoeba histolytica 4 0.7097
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7095
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7083
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7082
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7074
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7070
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7063
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7062
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7056
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7045
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7035
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7026
Histone acetyltransferase KAT2A Q92830 KAT2A_HUMAN Homo sapiens 4 0.7025
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 2 0.7023
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7017
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7016
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7010

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