Mesozygin A - Compound Card

Mesozygin A

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Mesozygin A

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles Oc1ccc(c(c1)O)COc1cc2O[C@@]3(Oc4cc(O)ccc4[C@@H]4[C@@H]3C(c2c(c1C(=O)C)O)C=C(C4)C)c1ccc(cc1O)O
InChI InChI=1S/C35H30O10/c1-16-9-23-22-7-5-21(39)13-28(22)44-35(25-8-6-20(38)12-27(25)41)33(23)24(10-16)32-30(45-35)14-29(31(17(2)36)34(32)42)43-15-18-3-4-19(37)11-26(18)40/h3-8,10-14,23-24,33,37-42H,9,15H2,1-2H3/t23-,24?,33-,35+/m1/s1
InChIKey FHTPXHNVPJSYLN-WEAYBJNJSA-N
Formula C35H30O10
HBA 10
HBD 6
MW 610.62
Rotatable Bonds 5
TPSA 166.14
LogP 6.17
Number Rings 7
Number Aromatic Rings 4
Heavy Atom Count 45
Formal Charge 0
Fraction CSP3 0.23
Exact Mass 610.18
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Morus mesozygia Moraceae Plantae 3054370

Showing of synonyms

  • Fozing CD, Ali Z, et al. (2012). Phosphodiesterase I-inhibiting Diels-Alder adducts from the leaves of Morus mesozygia.. Planta medica,2012, 78(2), 154-159. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1COc(cc2)cc(O3)c2C(C4C35c6ccccc6)C=CCC4c7c(O5)cccc7

Level: 2

Mol. Weight: 610.62 g/mol

Structure

SMILES: c1ccccc1COc(cc2)cc(c23)OC4C5C3C=CCC5c6c(O4)cccc6

Level: 1

Mol. Weight: 610.62 g/mol

Structure

SMILES: c1ccccc1C23C4C(c5c(O2)cccc5)C=CCC4c6c(O3)cccc6

Level: 1

Mol. Weight: 610.62 g/mol

Structure

SMILES: c1cccc(c12)OC3C4C2C=CCC4c5c(O3)cccc5

Level: 0

Mol. Weight: 610.62 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 610.62 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.91
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.910
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
34.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.260
Plasma Protein Binding
88.95
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
9.550
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.360
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.280
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.430
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
Toxic
T. Pyriformis
-61643.780
Rat (Acute)
2.350
Rat (Chronic Oral)
3.550
Fathead Minnow
97.120
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
1109.730
Hydration Free Energy
-2.920
Log(D) at pH=7.4
4.410
Log(P)
5.27
Log S
-7.47
Log(Vapor Pressure)
-76.69
Melting Point
299.16
pKa Acid
6.64
pKa Basic
6.48
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 0.9341
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9271
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9236
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9211
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9092
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8991
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8922
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8856
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8826
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8754
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8699
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8644
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8642
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8600
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8504
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8500
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8476
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8301
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8245
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8244
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8221
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.8172
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8165
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8133
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8123
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7821
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7809
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7763
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7727
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.7721
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7697
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7695
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 4 0.7635
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7558
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7550
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.7532
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7521
Protease Q5RTL1 Q5RTL1_9HIV1 Human immunodeficiency virus 1 4 0.7510
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7491
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.7490
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7481
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7393
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7364
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7342
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7333
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7321
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7320
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7312
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7261
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7156
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7149
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7091
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7087
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7053
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7036

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