Isocastavaloninic acid - Compound Card

Isocastavaloninic acid

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Isocastavaloninic acid

Structure
Zoomed Structure
  • Family: Plantae - Fagaceae
  • Kingdom: Plantae
  • Class: Tannin
Canonical Smiles O=C1O[C@@H]2[C@@H](COC(=O)c3c(c4c1cc(Oc1c(cc(c(c1O)O)O)C(=O)O)c(c4O)O)c(O)c(c(c3)O)O)OC(=O)c1cc(O)c(c(c1c1c3C(=O)OC2[C@H]2OC(=O)c4c([C@H]2O)c(O)c(c(c4c3c(O)c(c1O)O)O)O)O)O
InChI InChI=1S/C48H30O31/c49-10-1-6-15(28(56)24(10)52)16-8(4-13(27(55)30(16)58)75-39-9(43(67)68)3-12(51)26(54)38(39)66)46(71)77-40-14(5-74-44(6)69)76-45(70)7-2-11(50)25(53)29(57)17(7)18-21-19(32(60)36(64)31(18)59)20-22-23(34(62)37(65)33(20)61)35(63)41(78-48(22)73)42(40)79-47(21)72/h1-4,14,35,40-42,49-66H,5H2,(H,67,68)/t14-,35-,40-,41+,42?/m1/s1
InChIKey LZIFFPLPVBYVMI-JZFMJFFISA-N
Formula C48H30O31
HBA 30
HBD 19
MW 1102.74
Rotatable Bonds 3
TPSA 542.17
LogP 2.22
Number Rings 11
Number Aromatic Rings 6
Heavy Atom Count 79
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 1102.08
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Quercus suber Fagaceae Plantae 58331

Showing of synonyms

  • Ito H, Yamaguchi K, et al. (2002). Dimeric and trimeric hydrolyzable tannins from Quercus coccifera and Quercus suber. Journal of Natural Products,2002,65(3),339-345. [View] [PubMed]
Pubchem: 101333618
Nmrshiftdb2: 80024957

No compound-protein relationship available.

Structure

SMILES: c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(C(OC5=O)C(OC2=O)Cc1ccc3)OC(=O)c8c(c9c(C(=O)OC7)cccc9)ccc(c8)Oc1ccccc1

Level: 1

Mol. Weight: 1102.74 g/mol

Structure

SMILES: c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(C(OC5=O)C(OC2=O)Cc1ccc3)OC(=O)c8c(cccc8)c9c(C(=O)OC7)cccc9

Level: 0

Mol. Weight: 1102.74 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1102.74 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.35
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
3554963.47
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
464593494.08

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.15
Plasma Protein Binding
4.65
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
9.08
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-10805379.96
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-4.77
Liver Injury II
Toxic
hERG Blockers
Toxic
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
-843214800588.7
Rat (Acute)
2.42
Rat (Chronic Oral)
1809.0
Fathead Minnow
1064379445.21
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
94838284675.03
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-52724.3
Log(P)
-4.77
Log S
-6.83
Log(Vapor Pressure)
-3122977035.38
Melting Point
127.85
pKa Acid
-22755796.12
pKa Basic
-183035.59
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9453
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9453
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9408
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9408
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9007
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9007
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8588
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8588
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8040
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8040
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7970
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7970
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7892
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7892
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7538
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7538
Orotate phosphoribosyltransferase P08870 PYRE_SALTY Salmonella typhimurium 4 0.7187
Orotate phosphoribosyltransferase P08870 PYRE_SALTY Salmonella typhimurium 4 0.7187
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 5 0.7161
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 5 0.7161
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7114
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7114
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7057
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7057

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