6'-O-p-coumaroyl-7-hydroxyaloin - Compound Card

6'-O-p-coumaroyl-7-hydroxyaloin

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6'-O-p-coumaroyl-7-hydroxyaloin

Structure
Zoomed Structure
  • Family: Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthrone
Canonical Smiles OCc1cc(O)c2c(c1)C(C1OC(COC(=O)/C=C/c3ccc(cc3)O)C(C(C1O)O)O)c1c(C2=O)c(O)c(cc1)O
InChI InChI=1S/C30H28O12/c31-11-14-9-17-22(16-6-7-18(33)25(36)24(16)27(38)23(17)19(34)10-14)30-29(40)28(39)26(37)20(42-30)12-41-21(35)8-3-13-1-4-15(32)5-2-13/h1-10,20,22,26,28-34,36-37,39-40H,11-12H2/b8-3+
InChIKey VEFGEOOHLWBILP-FPYGCLRLSA-N
Formula C30H28O12
HBA 12
HBD 8
MW 580.54
Rotatable Bonds 6
TPSA 214.44
LogP 0.78
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.27
Exact Mass 580.16
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe barbadensis Asphodelaceae Plantae 34199

Showing of synonyms

  • Dagne E. (1996). Review of the chemistry of Aloes of Africa. Bulletin of the Chemical Society of Ethiopia,1996,10(1),89-103. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)C(c(c34)cccc4)c5c(C3=O)cccc5

Level: 2

Mol. Weight: 438.52 g/mol

Structure

SMILES: O1CCCCC1C(c(c23)cccc3)c4c(C2=O)cccc4

Level: 1

Mol. Weight: 278.35 g/mol

Structure

SMILES: O1CCCCC1COC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 246.31 g/mol

Structure

SMILES: c1cccc(c12)Cc3c(C2=O)cccc3

Level: 0

Mol. Weight: 194.23 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)
-6.88
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.17
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
6.05

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.87
Plasma Protein Binding
24.49
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
11.44
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.92
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.01
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.85
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
-10634.65
Rat (Acute)
2.51
Rat (Chronic Oral)
4.11
Fathead Minnow
25.76
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
513.01
Hydration Free Energy
-3.14
Log(D) at pH=7.4
0.74
Log(P)
2.16
Log S
-4.32
Log(Vapor Pressure)
-12.67
Melting Point
212.6
pKa Acid
3.65
pKa Basic
7.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8851
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8851
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8348
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8348
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.8211
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.8211
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8118
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8118
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8109
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8109
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7980
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7980
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7972
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7972
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7958
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7958
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7927
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7927
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7913
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7913
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7880
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7880
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7858
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7858
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7834
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7834
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7786
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7786
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.7761
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.7761
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7749
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7749
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7651
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7651
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7621
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7621
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7581
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7581
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7567
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7567
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7567
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7567
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7551
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7551
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7513
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7513
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7478
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7478
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7461
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7461
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7416
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7416
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7390
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7390
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7366
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7366
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7365
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7365
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7334
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7334
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7333
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7333
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7300
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7300
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7250
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7250
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7235
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7235
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7201
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7201
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7200
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7200
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7164
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7164
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7127
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7127
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7121
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7121
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7110
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7110
Probable bifunctional SAT/APS kinase O67174 SATC_AQUAE Aquifex aeolicus 3 0.7107
Probable bifunctional SAT/APS kinase O67174 SATC_AQUAE Aquifex aeolicus 3 0.7107
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7089
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7089
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7058
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7058
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7057
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7057
Kynurenine--oxoglutarate transaminase 1 Q16773 KAT1_HUMAN Homo sapiens 2 0.7050
Kynurenine--oxoglutarate transaminase 1 Q16773 KAT1_HUMAN Homo sapiens 2 0.7050
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7036
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7036
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7024
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7024
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7023
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7023
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7014
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7014
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7009
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7009
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7005
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7005
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7003
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7003
adenine phosphoribosyltransferase Q967M2 Q967M2_GIAIN Giardia intestinalis 2 0.7000
adenine phosphoribosyltransferase Q967M2 Q967M2_GIAIN Giardia intestinalis 2 0.7000

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