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(3S,3aR,5R,8R,8aS)-8-hydroxy-8-(hydroxymethyl)-3-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-1,3,3a,4,5,6,7,8a-octahydroazulen-2-one

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 88c2fde1-5dcf-4ae3-9d33-0903828230f0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (3S,3aR,5R,8R,8aS)-8-hydroxy-8-(hydroxymethyl)-3-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-1,3,3a,4,5,6,7,8a-octahydroazulen-2-one
SMILES (Canonical) CC1C2CC(CCC(C2CC1=O)(CO)O)C(C)(C)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]2C[C@@H](CC[C@@]([C@H]2CC1=O)(CO)O)C(C)(C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI InChI=1S/C21H36O9/c1-10-12-6-11(4-5-21(28,9-23)13(12)7-14(10)24)20(2,3)30-19-18(27)17(26)16(25)15(8-22)29-19/h10-13,15-19,22-23,25-28H,4-9H2,1-3H3/t10-,11+,12-,13-,15+,16+,17-,18+,19-,21-/m0/s1
InChI Key KWDNQVRRYNIDTM-YFRCLAMXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H36O9
Molecular Weight 432.50 g/mol
Exact Mass 432.23593272 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -1.05
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,3aR,5R,8R,8aS)-8-hydroxy-8-(hydroxymethyl)-3-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-1,3,3a,4,5,6,7,8a-octahydroazulen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5771 57.71%
Caco-2 - 0.7878 78.78%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7282 72.82%
OATP2B1 inhibitior - 0.7160 71.60%
OATP1B1 inhibitior + 0.8809 88.09%
OATP1B3 inhibitior + 0.9288 92.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.7760 77.60%
P-glycoprotein inhibitior - 0.7848 78.48%
P-glycoprotein substrate - 0.7565 75.65%
CYP3A4 substrate + 0.6889 68.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition - 0.9644 96.44%
CYP2C9 inhibition - 0.8320 83.20%
CYP2C19 inhibition - 0.8362 83.62%
CYP2D6 inhibition - 0.9550 95.50%
CYP1A2 inhibition - 0.8479 84.79%
CYP2C8 inhibition - 0.6309 63.09%
CYP inhibitory promiscuity - 0.9799 97.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7351 73.51%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9621 96.21%
Skin irritation - 0.7284 72.84%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis - 0.7856 78.56%
Human Ether-a-go-go-Related Gene inhibition - 0.6204 62.04%
Micronuclear - 0.9300 93.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.9019 90.19%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.7454 74.54%
Acute Oral Toxicity (c) III 0.3905 39.05%
Estrogen receptor binding + 0.6370 63.70%
Androgen receptor binding + 0.6005 60.05%
Thyroid receptor binding + 0.5997 59.97%
Glucocorticoid receptor binding + 0.5660 56.60%
Aromatase binding + 0.7134 71.34%
PPAR gamma - 0.5096 50.96%
Honey bee toxicity - 0.7145 71.45%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.3642 36.42%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.14% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.97% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.08% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 93.08% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.37% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.89% 96.09%
CHEMBL1871 P10275 Androgen Receptor 90.53% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.47% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.15% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 86.73% 97.79%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.50% 96.77%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.02% 86.92%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.78% 96.61%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.88% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.81% 89.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.68% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.51% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.55% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.42% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.08% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.00% 93.04%

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.
Atractylodes lancea

Cross-Links

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PubChem 10972089
LOTUS LTS0182219
wikiData Q105146876