PlantaeDB Logo
Login Sign-up

[(4aS,5R,5'S,6R,8R)-8-[(2R,3R,4S,5S,6R)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5'-(furan-3-yl)-6-methyl-2'-oxospiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-5,3'-oxolane]-1-yl]methyl 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

Top
Internal ID 4b86ab8a-eb7c-4699-9055-cb19b28bf5dc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(4aS,5R,5'S,6R,8R)-8-[(2R,3R,4S,5S,6R)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5'-(furan-3-yl)-6-methyl-2'-oxospiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-5,3'-oxolane]-1-yl]methyl acetate
SMILES (Canonical) CC1CC(C2=C(CCCC2C13CC(OC3=O)C4=COC=C4)COC(=O)C)OC5C(C(C(C(O5)CO)O)O)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@H](C2=C(CCC[C@@H]2[C@@]13C[C@H](OC3=O)C4=COC=C4)COC(=O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)OC(=O)C
InChI InChI=1S/C29H38O12/c1-14-9-20(39-27-26(38-16(3)32)25(34)24(33)22(11-30)40-27)23-18(13-37-15(2)31)5-4-6-19(23)29(14)10-21(41-28(29)35)17-7-8-36-12-17/h7-8,12,14,19-22,24-27,30,33-34H,4-6,9-11,13H2,1-3H3/t14-,19+,20-,21+,22-,24-,25+,26-,27-,29-/m1/s1
InChI Key SKRDIJQANJDROJ-BCDRPHMXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H38O12
Molecular Weight 578.60 g/mol
Exact Mass 578.23632664 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.71
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(4aS,5R,5'S,6R,8R)-8-[(2R,3R,4S,5S,6R)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5'-(furan-3-yl)-6-methyl-2'-oxospiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-5,3'-oxolane]-1-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8581 85.81%
Caco-2 - 0.8520 85.20%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8631 86.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7370 73.70%
OATP1B3 inhibitior + 0.8590 85.90%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9013 90.13%
P-glycoprotein inhibitior + 0.6762 67.62%
P-glycoprotein substrate + 0.5122 51.22%
CYP3A4 substrate + 0.7058 70.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8684 86.84%
CYP3A4 inhibition - 0.7496 74.96%
CYP2C9 inhibition - 0.8813 88.13%
CYP2C19 inhibition - 0.9039 90.39%
CYP2D6 inhibition - 0.9387 93.87%
CYP1A2 inhibition - 0.8666 86.66%
CYP2C8 inhibition + 0.6367 63.67%
CYP inhibitory promiscuity - 0.8470 84.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5139 51.39%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9323 93.23%
Skin irritation - 0.5930 59.30%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3699 36.99%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5697 56.97%
skin sensitisation - 0.9247 92.47%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6572 65.72%
Acute Oral Toxicity (c) I 0.7410 74.10%
Estrogen receptor binding + 0.8605 86.05%
Androgen receptor binding + 0.6626 66.26%
Thyroid receptor binding - 0.5574 55.74%
Glucocorticoid receptor binding + 0.7275 72.75%
Aromatase binding + 0.5744 57.44%
PPAR gamma + 0.6464 64.64%
Honey bee toxicity - 0.7171 71.71%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9906 99.06%

Targets

Top

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 97.63% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.38% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.56% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.78% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.08% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 91.17% 92.50%
CHEMBL2581 P07339 Cathepsin D 90.15% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 90.00% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.83% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.56% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.35% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.38% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.25% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.98% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 84.24% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.73% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.36% 86.92%
CHEMBL4208 P20618 Proteasome component C5 81.16% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.79% 99.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.57% 95.50%

Plants that contains it

Top
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 flavum

Cross-Links

Top
PubChem 162938245
LOTUS LTS0254724
wikiData Q105255002