Macafolias A - Compound Card

Macafolias A

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Macafolias A

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol
Canonical Smiles COc1c(O)cc(cc1CC=C(C)C)c1oc2cc(O)c(c(c2c(=O)c1O)O)CC=C(C)C
InChI InChI=1S/C26H28O7/c1-13(2)6-8-15-10-16(11-19(28)25(15)32-5)26-24(31)23(30)21-20(33-26)12-18(27)17(22(21)29)9-7-14(3)4/h6-7,10-12,27-29,31H,8-9H2,1-5H3
InChIKey XIVLZHJRFSGEGF-UHFFFAOYSA-N
Formula C26H28O7
HBA 7
HBD 4
MW 452.5
Rotatable Bonds 6
TPSA 120.36
LogP 5.31
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.27
Exact Mass 452.18
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Macaranga hurifolia Euphorbiaceae Plantae 396461

Showing of synonyms

  • Pagna JI M, Awazi T, et al. (2022). Antibacterial flavonoids from the fruits of Macaranga hurifolia.. Journal of Asian natural products research,2022, 24(11), 1041-1051. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 452.5 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 452.5 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 452.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.76
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.080
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.130
Plasma Protein Binding
89.48
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
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.510
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.930
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.950
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.370
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
-69.560
Rat (Acute)
2.330
Rat (Chronic Oral)
3.430
Fathead Minnow
5.650
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
523.620
Hydration Free Energy
-3.920
Log(D) at pH=7.4
3.280
Log(P)
5.92
Log S
-6.65
Log(Vapor Pressure)
-8.7
Melting Point
211.68
pKa Acid
8.36
pKa Basic
6.67
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 O02697 PK3CG_PIG Sus scrofa 3 0.8847
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8828
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8820
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8793
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.8710
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8693
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8691
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8682
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8647
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8620
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8618
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.8539
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8510
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8460
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8456
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8453
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8428
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8373
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8368
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8327
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.8313
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 4 0.8297
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8242
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8073
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8037
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.7988
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7941
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7940
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7936
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7907
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7906
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.7888
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7862
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7808
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7799
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7784
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7756
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7750
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7750
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7711
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7709
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7680
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.7676
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7676
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7672
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7666
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7657
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7650
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7634
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7631
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7598
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.7593
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7559
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7541
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.7523
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7513
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7496
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7489
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7482
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7455
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7451
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 5 0.7450
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7440
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7431
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7430
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7415
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7377
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7338
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7334
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7329
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7282
Ribosomal RNA large subunit methyltransferase J P37634 RLMJ_ECOLI Escherichia coli 4 0.7214
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7203
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7203
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7166
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7161
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7160
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7159
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7152
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7149
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7135
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7125
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7119
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7107
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7104
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7101
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7092
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7091
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7070
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7024
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7021
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7018
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7004
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7003

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