Aloesaponol II-6-methyl ether - Compound Card

Aloesaponol II-6-methyl ether

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Aloesaponol II-6-methyl ether

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
Canonical Smiles COc1cc2cc3CC(O)CC(=O)c3c(c2c(c1)C)O
InChI InChI=1S/C16H16O4/c1-8-3-12(20-2)6-10-4-9-5-11(17)7-13(18)15(9)16(19)14(8)10/h3-4,6,11,17,19H,5,7H2,1-2H3
InChIKey BBJLQRPNBVCIDJ-UHFFFAOYSA-N
Formula C16H16O4
HBA 4
HBD 2
MW 272.3
Rotatable Bonds 1
TPSA 66.76
LogP 2.35
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.31
Exact Mass 272.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe dawei Asphodelaceae Plantae 1331517

Showing of synonyms

  • Abdissa N, Induli M, et al. (2014). Cytotoxic quinones from the roots of Aloe dawei. Molecules,2014,19(3),3264-3273. [View] [PubMed]
Pubchem: 162854695

No compound-protein relationship available.

Structure

SMILES: O=C1CCCc(c12)cc3c(c2)cccc3

Level: 0

Mol. Weight: 272.3 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.600
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.28

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.980
Plasma Protein Binding
46.21
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.390
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.160
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.650
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.910
Micronucleos
Toxic
NR-AhR
Toxic
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
3.680
Rat (Acute)
2.260
Rat (Chronic Oral)
2.420
Fathead Minnow
4.260
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
405.280
Hydration Free Energy
-11.160
Log(D) at pH=7.4
2.380
Log(P)
3.01
Log S
-3.55
Log(Vapor Pressure)
-6.89
Melting Point
154.55
pKa Acid
7.79
pKa Basic
5.14
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.9481
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.9481
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9449
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9449
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9337
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9337
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9187
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9187
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9183
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9183
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8942
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8942
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8938
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8938
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8845
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8845
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8742
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8742
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8715
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8715
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8596
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8596
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8451
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8451
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 4 0.8450
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 4 0.8450
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8431
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8431
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8380
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8380
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8348
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8348
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8228
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8228
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8211
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8211
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8180
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8180
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8164
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8164
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8134
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8134
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.8132
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.8132
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8129
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8129
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8120
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8120
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8100
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8100
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8084
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8084
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8014
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8014
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8010
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8010
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7965
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7965
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7911
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7911
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7879
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7879
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7854
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7854
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7847
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7847
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 4 0.7841
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 4 0.7841
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7829
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7829
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7783
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7783
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7769
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7769
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7745
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7745
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7736
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7736
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7718
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7718
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7688
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7688
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7680
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7680
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7674
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7674
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7511
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7511
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7511
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7511
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7507
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7507
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7453
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7453
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7424
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7424
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7390
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7390
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7377
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7377
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 3 0.7376
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 3 0.7376
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7340
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7340
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7338
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7338
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7300
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7300
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7287
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7287
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7286
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7286
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.7224
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.7224
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7218
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7218
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7213
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7213
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7211
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7211
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7195
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7195
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7154
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7154
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7143
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7143
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7136
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7136
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7118
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7118
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7101
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7101
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7093
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7093
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7085
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7085
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7082
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7082
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7082
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7082
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7056
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7056
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7052
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7052
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7046
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7046
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7041
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7041
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7020
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7020

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