Methyl-(Z)-lespedezate - Compound Card

Methyl-(Z)-lespedezate

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Methyl-(Z)-lespedezate

Structure
Zoomed Structure
  • Family: Plantae - Gunneraceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenolic Glucoside
Canonical Smiles OC[C@H]1O[C@@H](O/C(=C\c2ccc(cc2)O)/C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C16H20O9/c1-23-15(22)10(6-8-2-4-9(18)5-3-8)24-16-14(21)13(20)12(19)11(7-17)25-16/h2-6,11-14,16-21H,7H2,1H3/b10-6-/t11-,12-,13+,14-,16-/m1/s1
InChIKey IQDHBGPTTLZNNJ-GPXLCODPSA-N
Formula C16H20O9
HBA 9
HBD 5
MW 356.33
Rotatable Bonds 5
TPSA 145.91
LogP -1.28
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 356.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Gunnera perpensa Gunneraceae Plantae 138603

Showing of synonyms

  • Khan F, Peter XK, et al. (2004). Venusol from Gunnera perpensa: structural and activity studies. Phytochemistry, 2004, 65(8), 1117–1121. [View]
Pubchem: 14464664
Nmrshiftdb2: 70090102

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=COC2CCCCO2

Level: 1

Mol. Weight: 356.33 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 356.33 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 356.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.62
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.830
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.54

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.650
Plasma Protein Binding
58.09
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
7.220
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.510
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.070
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.440
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
-1.760
Rat (Acute)
2.050
Rat (Chronic Oral)
3.540
Fathead Minnow
4.110
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
465.770
Hydration Free Energy
-16.020
Log(D) at pH=7.4
-0.050
Log(P)
-0.9
Log S
-1.8
Log(Vapor Pressure)
-10.39
Melting Point
146.4
pKa Acid
5.36
pKa Basic
4.0
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.9361
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9125
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8896
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8888
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8829
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8793
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8774
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8716
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8521
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8513
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8489
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8388
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8355
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8109
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.7999
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7985
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 3 0.7960
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7788
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7776
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7728
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7722
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7568
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7539
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7535
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7535
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 3 0.7512
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7510
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7490
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7398
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 3 0.7387
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7374
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7349
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7330
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7284
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7269
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7247
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7194
Metallophosphoesterase A3DJ38 A3DJ38_HUNT2 Clostridium thermocellum 2 0.7176
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7164
Probable nicotinate-nucleotide adenylyltransferase Q9HX21 NADD_PSEAE Pseudomonas aeruginosa 3 0.7158
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 4 0.7114
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7098
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7086
Seed lectin subunit I P05045 LEC1_VIGUC Vigna unguiculata subsp. cylindrica 3 0.7070
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7068
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7061
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7058
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7051
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7040
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7039
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7027
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7022
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7020
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7017
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7011
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7006
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7004

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