8-O-methyl-7-hydroxyaloin - Compound Card

8-O-methyl-7-hydroxyaloin

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8-O-methyl-7-hydroxyaloin

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthrone
Canonical Smiles OCC1OC(C(C(C1O)O)O)C1c2cc(CO)cc(c2C(=O)c2c1ccc(c2OC)O)O
InChI InChI=1S/C22H24O10/c1-31-21-11(25)3-2-9-14(22-20(30)19(29)17(27)13(7-24)32-22)10-4-8(6-23)5-12(26)15(10)18(28)16(9)21/h2-5,13-14,17,19-20,22-27,29-30H,6-7H2,1H3
InChIKey HDIOAZQFHQKMAI-UHFFFAOYSA-N
Formula C22H24O10
HBA 10
HBD 7
MW 448.42
Rotatable Bonds 4
TPSA 177.14
LogP -0.88
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.41
Exact Mass 448.14
Number of Lipinski Rule Violations 1
# 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]
Pubchem: 131751175
Chebi: 176133
Nmrshiftdb2: 60028055

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 448.42 g/mol

Structure

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

Level: 0

Mol. Weight: 448.42 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 448.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.66
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.71
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.72
Plasma Protein Binding
0.8
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
12.39
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.16
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.75
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.87
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
-73.15
Rat (Acute)
2.47
Rat (Chronic Oral)
4.28
Fathead Minnow
3.78
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
590.18
Hydration Free Energy
-4.78
Log(D) at pH=7.4
-0.55
Log(P)
-0.21
Log S
-3.39
Log(Vapor Pressure)
-10.7
Melting Point
173.72
pKa Acid
4.05
pKa Basic
6.52
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8574
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8574
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8540
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8540
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8292
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8292
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8173
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8173
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7909
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7909
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7666
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7666
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7622
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7622
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7568
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7568
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7516
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7516
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7393
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7393
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7287
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7287
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7237
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7237
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7209
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7209
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7196
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7196
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7160
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7160
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7047
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7047

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