Aloesaponol II - Compound Card

Aloesaponol II

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Aloesaponol II

Structure
Zoomed Structure
  • Family: Plantae - Liliaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles OC1CC(=O)c2c(C1)cc1c(c2O)c(C)cc(c1)O
InChI InChI=1S/C15H14O4/c1-7-2-10(16)4-8-3-9-5-11(17)6-12(18)14(9)15(19)13(7)8/h2-4,11,16-17,19H,5-6H2,1H3
InChIKey AVKVKSCGQRKETC-UHFFFAOYSA-N
Formula C15H14O4
HBA 4
HBD 3
MW 258.27
Rotatable Bonds 0
TPSA 77.76
LogP 2.05
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.27
Exact Mass 258.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe secundiflora Asphodelaceae Plantae 1593107
2 Aloe saponaria Asphodelaceae Plantae 1155789
3 Aloe graminicola Liliaceae Plantae 330741
4 Aloe species Liliaceae Plantae 117795

Showing of synonyms

  • Yenesew A, Ogur JA, et al. (1993). (R)-Prechrysophanol from Aloe graminicola.. Phytochemistry,1993,34(5),1442-1444. [View] [PubMed]
  • Dagne E, Yenesew A, et al. (1994). Anthraquinones, pre-anthraquinones and isoeleutherol in the roots of Aloe species.. Phytochemistry,1994,35(2),401-406. [View] [PubMed]
  • Induli M, Cheloti M, et al. (2012). Naphthoquinones from the roots of Aloe secundiflora. Phytochemistry Letters,2012,5(3),506-509. [View] [PubMed]
  • 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]
Pubchem: 102239772
Nmrshiftdb2: 70004753

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 258.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.8
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.78
Plasma Protein Binding
45.44
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-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
8.11
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.78
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.78
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.99
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
3.69
Rat (Acute)
2.18
Rat (Chronic Oral)
2.78
Fathead Minnow
3.99
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
400.34
Hydration Free Energy
-11.62
Log(D) at pH=7.4
2.09
Log(P)
2.8
Log S
-2.85
Log(Vapor Pressure)
-7.34
Melting Point
223.38
pKa Acid
6.73
pKa Basic
5.68
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 0.9316
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.9316
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9228
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9228
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9210
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9210
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8908
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8908
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8795
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8795
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8775
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8775
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8724
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8724
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8576
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8576
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8417
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8417
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8391
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8391
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8320
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8320
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 4 0.8099
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 4 0.8099
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8047
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8047
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8042
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8042
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.8039
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.8039
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8026
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8026
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8023
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8023
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8019
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8019
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8013
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8013
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7987
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7987
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7918
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7918
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7881
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7881
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7856
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7856
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7856
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7856
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7843
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7843
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7838
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7838
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7821
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7821
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7819
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7819
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7778
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7778
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7733
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7733
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7709
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7709
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7694
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7694
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7639
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7639
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7608
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7608
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7588
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7588
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7558
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7558
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7495
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7495
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7492
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7492
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7419
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7419
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7400
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7400
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7360
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7360
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7348
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7348
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7304
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7304
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7291
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7291
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7254
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7254
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7197
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7197
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7152
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7152
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7128
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7128
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7094
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7094
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7038
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7038
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7030
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7030
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7025
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7025
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7001
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7001

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