Aloeresin B - Compound Card

Aloeresin B

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Aloeresin B

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Chromone
Canonical Smiles OC[C@H]1OC([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1oc(CC(=O)C)cc2=O)C
InChI InChI=1S/C19H22O9/c1-7-3-10(22)14(19-17(26)16(25)15(24)12(6-20)28-19)18-13(7)11(23)5-9(27-18)4-8(2)21/h3,5,12,15-17,19-20,22,24-26H,4,6H2,1-2H3/t12-,15-,16+,17-,19?/m1/s1
InChIKey HKIKAXXIWJHWLY-RMXMZROCSA-N
Formula C19H22O9
HBA 9
HBD 5
MW 394.38
Rotatable Bonds 4
TPSA 157.66
LogP -0.55
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.47
Exact Mass 394.13
Number of Lipinski Rule Violations 0
# 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: 44237354
Nmrshiftdb2: 11012
CPRiL: 61565
Structure

SMILES: O=c1ccoc(c12)c(ccc2)C3CCCCO3

Level: 1

Mol. Weight: 394.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 394.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 394.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.22
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.380
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.790
Plasma Protein Binding
71.39
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
6.540
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.940
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.950
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.320
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
-6.930
Rat (Acute)
2.700
Rat (Chronic Oral)
3.880
Fathead Minnow
4.110
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
538.530
Hydration Free Energy
-12.710
Log(D) at pH=7.4
-0.080
Log(P)
-0.79
Log S
-2.87
Log(Vapor Pressure)
-11.88
Melting Point
190.16
pKa Acid
5.22
pKa Basic
7.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9513
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9513
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9008
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9008
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8743
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8743
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.8256
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.8256
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8033
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8033
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7931
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7931
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7863
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7863
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7764
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7764
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7733
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7733
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7463
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7463
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7447
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7447
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7356
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7356
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7336
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7336
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7335
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7335
DNA polymerase theta O75417 DPOLQ_HUMAN Homo sapiens 4 0.7305
DNA polymerase theta O75417 DPOLQ_HUMAN Homo sapiens 4 0.7305
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7299
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7299
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7183
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7183
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7154
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7154
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7148
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7148
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7145
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7145
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7085
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7085
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7078
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7078
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7060
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7060
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7042
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7042
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7020
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7020

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