10-hydroxyaloin B - Compound Card

10-hydroxyaloin B

Select a section from the left sidebar

10-hydroxyaloin B

Structure
Zoomed Structure
  • Family: Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthrone
Canonical Smiles OCc1cc(O)c2c(c1)[C@](O)([C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1c(C2=O)c(O)ccc1
InChI InChI=1S/C21H22O10/c22-6-8-4-10-15(12(25)5-8)17(27)14-9(2-1-3-11(14)24)21(10,30)20-19(29)18(28)16(26)13(7-23)31-20/h1-5,13,16,18-20,22-26,28-30H,6-7H2/t13-,16-,18+,19-,20-,21+/m1/s1
InChIKey WRQPROLXESIJKE-YHFJPUIQSA-N
Formula C21H22O10
HBA 10
HBD 8
MW 434.4
Rotatable Bonds 3
TPSA 188.14
LogP -1.79
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 434.12
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe species Asphodelaceae Plantae 117795

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: 14889737
Nmrshiftdb2: 60146837
CPRiL: 396399
Structure

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

Level: 1

Mol. Weight: 278.35 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

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.25
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-6.2
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1.18

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.57
Plasma Protein Binding
69.49
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
8.5
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.64
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.77
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.22
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
-46.09
Rat (Acute)
2.49
Rat (Chronic Oral)
4.74
Fathead Minnow
3.42
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
607.67
Hydration Free Energy
-8.63
Log(D) at pH=7.4
-0.9
Log(P)
-0.02
Log S
-2.56
Log(Vapor Pressure)
-13.01
Melting Point
182.77
pKa Acid
3.57
pKa Basic
8.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9278
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9278
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8349
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8349
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8028
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8028
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7957
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7957
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7206
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7206
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 4 0.7191
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 4 0.7191
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7175
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7175
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 3 0.7144
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 3 0.7144
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7136
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7136
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7119
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7119
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7119
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7119
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7028
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7028
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7024
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7024
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7022
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7022

Download SDF