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Khayanoside

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 8214d2f5-b6b7-4016-80d7-19cbd33f2e99
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name methyl (1aS,4S,4aS,7R,8R,8aR)-4-(furan-3-yl)-4a,8-dimethyl-2-oxo-7-[(1R,6R)-1,5,5-trimethyl-4-oxo-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclohex-2-en-1-yl]-4,5,6,7-tetrahydro-1aH-oxireno[2,3-d]isochromene-8-carboxylate
SMILES (Canonical) CC1(C(C(C=CC1=O)(C)C2CCC3(C(OC(=O)C4C3(C2(C)C(=O)OC)O4)C5=COC=C5)C)COC6C(C(C(C(O6)CO)O)O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]([C@@]([C@@]13[C@H](O3)C(=O)O[C@H]2C4=COC=C4)(C)C(=O)OC)[C@]5(C=CC(=O)C([C@@H]5CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C)C
InChI InChI=1S/C33H44O13/c1-29(2)19(15-43-27-23(38)22(37)21(36)17(13-34)44-27)30(3,10-8-20(29)35)18-7-11-31(4)24(16-9-12-42-14-16)45-26(39)25-33(31,46-25)32(18,5)28(40)41-6/h8-10,12,14,17-19,21-25,27,34,36-38H,7,11,13,15H2,1-6H3/t17-,18-,19+,21-,22+,23-,24+,25-,27-,30-,31+,32+,33-/m1/s1
InChI Key OOWUHRQISTYBRO-RRNCYJSUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H44O13
Molecular Weight 648.70 g/mol
Exact Mass 648.27819145 g/mol
Topological Polar Surface Area (TPSA) 195.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.21
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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CHEMBL450399
methyl (1aS,4S,4aS,7R,8R,8aR)-4-(furan-3-yl)-4a,8-dimethyl-2-oxo-7-[(1R,6R)-1,5,5-trimethyl-4-oxo-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclohex-2-en-1-yl]-4,5,6,7-tetrahydro-1aH-oxireno[2,3-d]isochromene-8-carboxylate

2D Structure

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2D Structure of Khayanoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7461 74.61%
Caco-2 - 0.8582 85.82%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7463 74.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3540 35.40%
OATP1B3 inhibitior + 0.8927 89.27%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7101 71.01%
P-glycoprotein inhibitior + 0.7375 73.75%
P-glycoprotein substrate + 0.5324 53.24%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8742 87.42%
CYP3A4 inhibition - 0.5673 56.73%
CYP2C9 inhibition - 0.7413 74.13%
CYP2C19 inhibition - 0.7953 79.53%
CYP2D6 inhibition - 0.9281 92.81%
CYP1A2 inhibition - 0.8624 86.24%
CYP2C8 inhibition + 0.7252 72.52%
CYP inhibitory promiscuity - 0.8897 88.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6198 61.98%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9100 91.00%
Skin irritation - 0.7476 74.76%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7054 70.54%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.7551 75.51%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7497 74.97%
Acute Oral Toxicity (c) I 0.5265 52.65%
Estrogen receptor binding + 0.7750 77.50%
Androgen receptor binding + 0.7705 77.05%
Thyroid receptor binding + 0.5626 56.26%
Glucocorticoid receptor binding + 0.7537 75.37%
Aromatase binding + 0.6593 65.93%
PPAR gamma + 0.7425 74.25%
Honey bee toxicity - 0.7786 77.86%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9583 95.83%

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 99.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL220 P22303 Acetylcholinesterase 96.05% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.72% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.02% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.80% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.46% 94.00%
CHEMBL2581 P07339 Cathepsin D 88.80% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.99% 94.23%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.31% 95.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.13% 100.00%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 83.99% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.75% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.09% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.94% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.56% 92.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.61% 86.92%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.46% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.94% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.88% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.64% 94.33%

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.
Khaya senegalensis
Mahurea palustris

Cross-Links

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PubChem 11114941
NPASS NPC304157
LOTUS LTS0021900
wikiData Q105346341