Aloinoside A

Details

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Internal ID 06f6ff8a-a374-415a-ac3f-dbce90a28379
Taxonomy Benzenoids > Anthracenes
IUPAC Name (10S)-1,8-dihydroxy-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-10H-anthracen-9-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2=CC3=C(C(=C2)O)C(=O)C4=C(C3C5C(C(C(C(O5)CO)O)O)O)C=CC=C4O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OCC2=CC3=C(C(=C2)O)C(=O)C4=C([C@@H]3[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C=CC=C4O)O)O)O
InChI InChI=1S/C27H32O13/c1-9-19(31)22(34)25(37)27(39-9)38-8-10-5-12-16(26-24(36)23(35)20(32)15(7-28)40-26)11-3-2-4-13(29)17(11)21(33)18(12)14(30)6-10/h2-6,9,15-16,19-20,22-32,34-37H,7-8H2,1H3/t9-,15+,16-,19-,20+,22+,23-,24+,25+,26-,27+/m0/s1
InChI Key BUPDVJFRVYWYEV-PIVIZACJSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O13
Molecular Weight 564.50 g/mol
Exact Mass 564.18429107 g/mol
Topological Polar Surface Area (TPSA) 227.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -2.04
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 5

Synonyms

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Aloinoside
LYY9W25GAJ
56645-88-6
(10S)-1,8-Dihydroxy-10-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)-3-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)-10H-anthracen-9-one
(10S)-3-(((6-Deoxy-alpha-L-mannopyranosyl)oxy)methyl)-10-beta-D-glucopyranosyl-1,8-dihydroxy-9(10H)-anthracenone
9(10H)-Anthracenone, 3-(((6-deoxy-alpha-L-mannopyranosyl)oxy)methyl)-10-beta-D-glucopyranosyl-1,8-dihydroxy-, (10S)-
UNII-LYY9W25GAJ
CHEBI:81331
C17779
Q27155270
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Aloinoside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5372 53.72%
Caco-2 - 0.9061 90.61%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6684 66.84%
OATP2B1 inhibitior - 0.8445 84.45%
OATP1B1 inhibitior - 0.3824 38.24%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.6129 61.29%
P-glycoprotein substrate - 0.6772 67.72%
CYP3A4 substrate + 0.6360 63.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8602 86.02%
CYP3A4 inhibition - 0.9550 95.50%
CYP2C9 inhibition - 0.9252 92.52%
CYP2C19 inhibition - 0.9129 91.29%
CYP2D6 inhibition - 0.9613 96.13%
CYP1A2 inhibition - 0.8948 89.48%
CYP2C8 inhibition + 0.6117 61.17%
CYP inhibitory promiscuity - 0.6991 69.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9209 92.09%
Skin irritation - 0.8374 83.74%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis + 0.6836 68.36%
Human Ether-a-go-go-Related Gene inhibition + 0.6868 68.68%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.5631 56.31%
skin sensitisation - 0.9289 92.89%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5473 54.73%
Acute Oral Toxicity (c) III 0.5567 55.67%
Estrogen receptor binding + 0.7627 76.27%
Androgen receptor binding + 0.6188 61.88%
Thyroid receptor binding + 0.5203 52.03%
Glucocorticoid receptor binding + 0.6053 60.53%
Aromatase binding + 0.5712 57.12%
PPAR gamma + 0.6686 66.86%
Honey bee toxicity - 0.7967 79.67%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.8024 80.24%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.17% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.75% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 96.67% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.91% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.67% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.91% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.41% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.99% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.19% 99.15%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.69% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 85.17% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.02% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.89% 99.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.04% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.93% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.83% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.16% 99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aloe africana
Aloe ferox
Aloe spicata
Aloe vera

Cross-Links

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PubChem 46173997
NPASS NPC263125
LOTUS LTS0144287
wikiData Q27155270