Erythrinin C - Compound Card

Erythrinin C

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Erythrinin C

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles Oc1ccc(cc1)c1coc2c(c1=O)c(O)c1c(c2)OC(C1)C(O)(C)C
InChI InChI=1S/C20H18O6/c1-20(2,24)16-7-12-14(26-16)8-15-17(18(12)22)19(23)13(9-25-15)10-3-5-11(21)6-4-10/h3-6,8-9,16,21-22,24H,7H2,1-2H3
InChIKey NNBVKGDFOQADTG-UHFFFAOYSA-N
Formula C20H18O6
HBA 6
HBD 3
MW 354.36
Rotatable Bonds 2
TPSA 100.13
LogP 2.95
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 354.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Desmodium uncinatum Leguminosae/Fabaceae Plantae 225101

Showing of synonyms

  • Tsafack BT, Ponou BK, et al. (2017). Integracide K: A New Tetracyclic Triterpenoid from Desmodium uncinatum (Jacq.) DC. (Fabaceae. Natural Product Sciences 2017, 23(2), 113-118. [View]
Pubchem: 44257283
Nmrshiftdb2: 60068086

No compound-protein relationship available.

Structure

SMILES: C1COc(c12)cc3c(c2)c(=O)c(co3)-c4ccccc4

Level: 1

Mol. Weight: 354.36 g/mol

Structure

SMILES: C1COc(c12)cc3c(c2)c(=O)cco3

Level: 0

Mol. Weight: 354.36 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 354.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.860
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.47

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.000
Plasma Protein Binding
74.73
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
Non-Inhibitor
CYP 2C9 Substrate
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
4.010
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.640
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.270
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.020
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-0.580
Rat (Acute)
2.590
Rat (Chronic Oral)
2.200
Fathead Minnow
4.730
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
472.940
Hydration Free Energy
-10.740
Log(D) at pH=7.4
2.830
Log(P)
3.47
Log S
-4.61
Log(Vapor Pressure)
-9.83
Melting Point
274.57
pKa Acid
7.33
pKa Basic
5.84
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9701
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9496
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.9079
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8744
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8674
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8673
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8645
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8552
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8488
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.8448
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.8204
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8101
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8008
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7895
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7855
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7855
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.7832
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7826
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7825
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7787
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7730
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7696
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7675
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7662
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7650
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7639
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7568
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7562
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7522
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7516
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7503
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7492
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7473
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7455
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7451
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7440
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7433
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7415
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7403
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7381
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7324
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7321
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 4 0.7304
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7259
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7212
Ribonuclease TTHA0252 Q5SLP1 RNSE_THET8 Thermus thermophilus 3 0.7199
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7187
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7184
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7165
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7148
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7134
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7099
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7047
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7030
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7020
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7005

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