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[(3S,3aR,5'S,6aS,7R,8R,10R,10aR)-5'-(furan-3-yl)-8-methyl-2'-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[1,3,3a,4,5,6,6a,8,9,10-decahydrobenzo[d][2]benzofuran-7,3'-oxolane]-10-yl] acetate

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 c2d3a243-6b4d-4802-9c16-326ba2c79cc0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(3S,3aR,5'S,6aS,7R,8R,10R,10aR)-5'-(furan-3-yl)-8-methyl-2'-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[1,3,3a,4,5,6,6a,8,9,10-decahydrobenzo[d][2]benzofuran-7,3'-oxolane]-10-yl] acetate
SMILES (Canonical) CC1CC(C23COC(C2CCCC3C14CC(OC4=O)C5=COC=C5)OC6C(C(C(C(O6)CO)O)O)O)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@H]([C@@]23CO[C@H]([C@@H]2CCC[C@@H]3[C@@]14C[C@H](OC4=O)C5=COC=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC(=O)C
InChI InChI=1S/C28H38O12/c1-13-8-20(37-14(2)30)28-12-36-24(40-25-23(33)22(32)21(31)18(10-29)38-25)16(28)4-3-5-19(28)27(13)9-17(39-26(27)34)15-6-7-35-11-15/h6-7,11,13,16-25,29,31-33H,3-5,8-10,12H2,1-2H3/t13-,16+,17+,18-,19-,20-,21-,22+,23-,24+,25+,27-,28+/m1/s1
InChI Key NOGJIXRQGTUADR-PMKMREHWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O12
Molecular Weight 566.60 g/mol
Exact Mass 566.23632664 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.80
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,3aR,5'S,6aS,7R,8R,10R,10aR)-5'-(furan-3-yl)-8-methyl-2'-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[1,3,3a,4,5,6,6a,8,9,10-decahydrobenzo[d][2]benzofuran-7,3'-oxolane]-10-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6144 61.44%
Caco-2 - 0.8701 87.01%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8470 84.70%
OATP2B1 inhibitior - 0.8628 86.28%
OATP1B1 inhibitior + 0.7471 74.71%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7537 75.37%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5000 50.00%
CYP3A4 substrate + 0.7072 70.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8663 86.63%
CYP3A4 inhibition - 0.8058 80.58%
CYP2C9 inhibition - 0.8938 89.38%
CYP2C19 inhibition - 0.8776 87.76%
CYP2D6 inhibition - 0.9514 95.14%
CYP1A2 inhibition - 0.9021 90.21%
CYP2C8 inhibition + 0.6294 62.94%
CYP inhibitory promiscuity - 0.9070 90.70%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6424 64.24%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9424 94.24%
Skin irritation - 0.7440 74.40%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.5070 50.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7749 77.49%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5333 53.33%
skin sensitisation - 0.9429 94.29%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6686 66.86%
Acute Oral Toxicity (c) I 0.6489 64.89%
Estrogen receptor binding + 0.8186 81.86%
Androgen receptor binding + 0.6473 64.73%
Thyroid receptor binding - 0.5437 54.37%
Glucocorticoid receptor binding + 0.6438 64.38%
Aromatase binding + 0.6402 64.02%
PPAR gamma + 0.6476 64.76%
Honey bee toxicity - 0.7514 75.14%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9698 96.98%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.28% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.27% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.55% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.71% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.58% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.97% 85.14%
CHEMBL2581 P07339 Cathepsin D 89.60% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.45% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 89.41% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.90% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.60% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.47% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.43% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.78% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.41% 91.24%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.90% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.56% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.48% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.57% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.21% 95.89%

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.
Teucrium lamiifolium

Cross-Links

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PubChem 162868265
LOTUS LTS0091413
wikiData Q105182573