PlantaeDB Logo
Login Sign-up

[(1R,2R,4S,4aS,4bR,8R,8aR)-2-acetyloxy-8-(2,4-dihydroxy-5-oxo-2H-furan-3-yl)-4-hydroxy-1-[(5-methoxy-6-methyloxan-2-yl)oxymethyl]-4a,7,8a-trimethyl-3,4,4b,5,8,9,10,10a-octahydro-2H-phenanthren-1-yl]methyl 5-methyl-1H-pyrrole-2-carboxylate

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 3f46ebfd-bf29-4f73-830d-4d782b51b8df
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(1R,2R,4S,4aS,4bR,8R,8aR)-2-acetyloxy-8-(2,4-dihydroxy-5-oxo-2H-furan-3-yl)-4-hydroxy-1-[(5-methoxy-6-methyloxan-2-yl)oxymethyl]-4a,7,8a-trimethyl-3,4,4b,5,8,9,10,10a-octahydro-2H-phenanthren-1-yl]methyl 5-methyl-1H-pyrrole-2-carboxylate
SMILES (Canonical) CC1C(CCC(O1)OCC2(C3CCC4(C(C3(C(CC2OC(=O)C)O)C)CC=C(C4C5=C(C(=O)OC5O)O)C)C)COC(=O)C6=CC=C(N6)C)OC
SMILES (Isomeric) CC1C(CCC(O1)OC[C@@]2([C@@H](C[C@@H]([C@@]3(C2CC[C@@]4([C@H]3CC=C([C@H]4C5=C(C(=O)OC5O)O)C)C)C)O)OC(=O)C)COC(=O)C6=CC=C(N6)C)OC
InChI InChI=1S/C38H53NO12/c1-19-8-12-25-36(5,31(19)30-32(42)35(45)51-34(30)44)15-14-26-37(25,6)27(41)16-28(50-22(4)40)38(26,18-48-33(43)23-10-9-20(2)39-23)17-47-29-13-11-24(46-7)21(3)49-29/h8-10,21,24-29,31,34,39,41-42,44H,11-18H2,1-7H3/t21?,24?,25-,26?,27+,28-,29?,31+,34?,36-,37+,38-/m1/s1
InChI Key LULQRLKBANNSOX-DEZCCPIDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H53NO12
Molecular Weight 715.80 g/mol
Exact Mass 715.35677613 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.41
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,4S,4aS,4bR,8R,8aR)-2-acetyloxy-8-(2,4-dihydroxy-5-oxo-2H-furan-3-yl)-4-hydroxy-1-[(5-methoxy-6-methyloxan-2-yl)oxymethyl]-4a,7,8a-trimethyl-3,4,4b,5,8,9,10,10a-octahydro-2H-phenanthren-1-yl]methyl 5-methyl-1H-pyrrole-2-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8889 88.89%
Caco-2 - 0.8463 84.63%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5252 52.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8248 82.48%
OATP1B3 inhibitior + 0.9562 95.62%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9776 97.76%
P-glycoprotein inhibitior + 0.7980 79.80%
P-glycoprotein substrate + 0.7174 71.74%
CYP3A4 substrate + 0.7523 75.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8763 87.63%
CYP3A4 inhibition - 0.6500 65.00%
CYP2C9 inhibition - 0.8353 83.53%
CYP2C19 inhibition - 0.8016 80.16%
CYP2D6 inhibition - 0.9160 91.60%
CYP1A2 inhibition - 0.7407 74.07%
CYP2C8 inhibition + 0.7797 77.97%
CYP inhibitory promiscuity - 0.5463 54.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4907 49.07%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9129 91.29%
Skin irritation - 0.7121 71.21%
Skin corrosion - 0.9357 93.57%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5573 55.73%
skin sensitisation - 0.8704 87.04%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8851 88.51%
Acute Oral Toxicity (c) I 0.3962 39.62%
Estrogen receptor binding + 0.8243 82.43%
Androgen receptor binding + 0.7155 71.55%
Thyroid receptor binding + 0.5210 52.10%
Glucocorticoid receptor binding + 0.7494 74.94%
Aromatase binding + 0.7102 71.02%
PPAR gamma + 0.7751 77.51%
Honey bee toxicity - 0.6622 66.22%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9008 90.08%

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 98.40% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.58% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.27% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.21% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.83% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 93.80% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.53% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.77% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.44% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 91.87% 97.28%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.92% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.85% 100.00%
CHEMBL5028 O14672 ADAM10 86.79% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.40% 97.14%
CHEMBL255 P29275 Adenosine A2b receptor 84.69% 98.59%
CHEMBL2996 Q05655 Protein kinase C delta 82.05% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.97% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.91% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.55% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.19% 94.73%
CHEMBL2535 P11166 Glucose transporter 80.08% 98.75%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163189278
LOTUS LTS0187675
wikiData Q105157537