1-L-1-O-methyl-2- acetyl-3-P-E-coumaryl-myo-inositol - Compound Card

1-L-1-O-methyl-2- acetyl-3-P-E-coumaryl-myo-inositol

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1-L-1-O-methyl-2- acetyl-3-P-E-coumaryl-myo-inositol

Structure
Zoomed Structure
  • Family: Plantae - Sapindaceae
  • Kingdom: Plantae
  • Class: Myo-Inositol Derivative
Canonical Smiles CO[C@H]1[C@@H](OC(=O)C)C(OC(=O)/C=C/c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C18H22O9/c1-9(19)26-18-16(25-2)14(23)13(22)15(24)17(18)27-12(21)8-5-10-3-6-11(20)7-4-10/h3-8,13-18,20,22-24H,1-2H3/b8-5+/t13-,14-,15+,16+,17?,18+/m0/s1
InChIKey AJZKDFNTXHJZSL-FKFIUFPYSA-N
Formula C18H22O9
HBA 9
HBD 4
MW 382.37
Rotatable Bonds 5
TPSA 142.75
LogP -0.64
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 382.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dodonaea viscosa Sapindaceae Plantae 151065

Showing of synonyms

  • Mostafa AE, El-Hela AA, et al. (2014). New secondary metabolites from Dodonaea viscosa. Phytochemistry Letters,2014,8,10-15. [View]
Pubchem: 163085616
Nmrshiftdb2: 70062571

No compound-protein relationship available.

Structure

SMILES: C1CCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 382.37 g/mol

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 382.37 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 382.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.65
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.690
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.600
Plasma Protein Binding
50.82
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
Non-Inhibitor

Excretion

Clearance
9.640
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.370
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.950
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.270
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
-4.380
Rat (Acute)
2.280
Rat (Chronic Oral)
3.510
Fathead Minnow
4.080
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
428.680
Hydration Free Energy
-12.780
Log(D) at pH=7.4
0.570
Log(P)
0.51
Log S
-2.28
Log(Vapor Pressure)
-9.58
Melting Point
164.86
pKa Acid
6.76
pKa Basic
1.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.9316
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.9316
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9248
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9248
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8613
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8613
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8280
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8280
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8242
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8242
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.8199
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.8199
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8163
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8163
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8163
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8163
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.8144
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.8144
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7873
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7873
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7722
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7722
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7674
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7674
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 3 0.7591
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 3 0.7591
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7583
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7583
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7513
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7513
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7505
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7505
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7452
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7452
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7426
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7426
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7400
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7400
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7383
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7383
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7369
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7369
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7311
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7311
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7303
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7303
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7285
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7285
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7278
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7278
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7259
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7259
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7257
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7257
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7239
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7239
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7237
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7237
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7208
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7208
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7194
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7194
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7186
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7186
NAD(P) transhydrogenase subunit alpha part 1 Q2RSB2 PNTAA_RHORT Rhodospirillum rubrum 3 0.7178
NAD(P) transhydrogenase subunit alpha part 1 Q2RSB2 PNTAA_RHORT Rhodospirillum rubrum 3 0.7178
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7156
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7156
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7095
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7095
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7092
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7092
Adenosine 5'-monophosphoramidase HINT1 P49773 HINT1_HUMAN Homo sapiens 3 0.7078
Adenosine 5'-monophosphoramidase HINT1 P49773 HINT1_HUMAN Homo sapiens 3 0.7078
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7067
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7067
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7061
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7061
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7061
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7061
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7052
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7052
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7050
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7050
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7048
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7048
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 2 0.7044
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7044
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7044
Kynurenine--oxoglutarate transaminase 1 Q16773 KAT1_HUMAN Homo sapiens 2 0.7044
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 2 0.7044
Kynurenine--oxoglutarate transaminase 1 Q16773 KAT1_HUMAN Homo sapiens 2 0.7044
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7015
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7015
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7015
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7015
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7014
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7014
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7013
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7013
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7012
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7012
Ribonuclease TTHA0252 Q5SLP1 RNSE_THET8 Thermus thermophilus 3 0.7012
Ribonuclease TTHA0252 Q5SLP1 RNSE_THET8 Thermus thermophilus 3 0.7012
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7011
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7011
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7007
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7007
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7006
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7006
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7005
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7005

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