Pterocarinin A - Compound Card

Pterocarinin A

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Pterocarinin A

Structure
Zoomed Structure
  • Family: Myrtaceae
  • Kingdom: Plantae
  • Class: Tannin
    • Subclass: Ellagitannin
Canonical Smiles O=C(c1cc(O)c(c(c1)O)O)OC1COC(=O)c2cc(O)c(c(c2c2c(C(=O)OC1C1OC(=O)c3cc(O)c(c(c3c3c4C(=O)OC1C(c4c(O)c(c3O)O)C1(O)OCC(C(C1O)O)O)O)O)cc(O)c(c2O)O)O)O
InChI InChI=1S/C46H36O30/c47-12-1-8(2-13(48)26(12)53)41(65)73-18-7-71-42(66)9-3-14(49)27(54)31(58)19(9)20-10(4-15(50)28(55)32(20)59)43(67)74-37(18)39-38-25(46(70)40(64)30(57)17(52)6-72-46)24-23(45(69)75-38)22(34(61)36(63)35(24)62)21-11(44(68)76-39)5-16(51)29(56)33(21)60/h1-5,17-18,25,30,37-40,47-64,70H,6-7H2
InChIKey LXOYSAZBVCZIGP-UHFFFAOYSA-N
Formula C46H36O30
HBA 30
HBD 19
MW 1068.76
Rotatable Bonds 4
TPSA 525.1
LogP -0.81
Number Rings 9
Number Aromatic Rings 5
Heavy Atom Count 76
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 1068.13
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Eucalyptus citriodora Myrtaceae Plantae 34329
2 Eucalyptus camaledulensis Myrtaceae Plantae 34316

Showing of synonyms

  • Singab A-N, Ayoub N, et al. (2011). Phenolic Constituents of Eucalyptus camaldulensis Dehnh, with Potential Antioxidant and Cytotoxic Activities. Records of Natural Products,2011,5(4),271-280. [View]
  • Al-Sayed E, El-Naga R.N. (2015). Protective role of ellagitannins from Eucalyptus citriodora against ethanol-induced gastriculcerinrats: Impact on oxidative stress, inflammation and calcitonin-generelated peptide.. Phytomedicine : international journal of phytotherapy and phytopharmacology,2015, 22(1), 5-15. [View] [PubMed]
Pubchem: 14731325
Nmrshiftdb2: 60059225

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1c23)C(=O)OCC(OC(=O)c4ccccc4)C(OC(=O)c2cccc3)C(C(OC5=O)C(c6ccc7)C8CCCCO8)OC(=O)c(c9c7c56)cccc9

Level: 3

Mol. Weight: 764.78 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC(OC(=O)c4ccccc4)C(OC(=O)c2cccc3)C(C(OC5=O)Cc6ccc7)OC(=O)c(c8c7c56)cccc8

Level: 2

Mol. Weight: 680.67 g/mol

Structure

SMILES: O1CCCCC1C(c2ccc3)C(OC4=O)C(OC(=O)c(c5c3c24)cccc5)C(OC(=O)c6cccc7)CCOC(=O)c(c8c67)cccc8

Level: 2

Mol. Weight: 644.68 g/mol

Structure

SMILES: c1cccc(c1c2c34)C(=O)OC(C(OC4=O)Cc3ccc2)C(OC(=O)c5cccc6)CCOC(=O)c(c7c56)cccc7

Level: 1

Mol. Weight: 560.56 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC(COC(=O)c2cccc3)OC(=O)c4ccccc4

Level: 1

Mol. Weight: 402.4 g/mol

Structure

SMILES: c1cccc(c1c2c34)C(=O)OCC(OC4=O)C(c3ccc2)C5CCCCO5

Level: 1

Mol. Weight: 364.4 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCCCOC(=O)c2cccc3

Level: 0

Mol. Weight: 282.29 g/mol

Structure

SMILES: c1cccc(c1c2c34)C(=O)OCC(OC4=O)Cc3ccc2

Level: 0

Mol. Weight: 280.28 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.41
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
386671.47
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
50534584.36

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
-0.05
Plasma Protein Binding
-11.03
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
Inhibitor

Excretion

Clearance
8.87
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-1175304.95
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.59
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.05
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-91717822835.87
Rat (Acute)
2.36
Rat (Chronic Oral)
194.71
Fathead Minnow
115774246.24
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
10315697401.14
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-5739.04
Log(P)
-2.91
Log S
-6.54
Log(Vapor Pressure)
-339690848.8
Melting Point
330.27
pKa Acid
-2475151.15
pKa Basic
-19876.72
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8514
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8044
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7904
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7711
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7680
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7582
Alpha amylase B8CZ54 B8CZ54_HALOH Halothermothrix orenii 3 0.7116
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7111
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7108
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7099
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 5 0.7054

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