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[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 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

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Internal ID d6e2a3d7-7f2d-4d61-9839-28b9f7746e2a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [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 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=CN6)OC
SMILES (Isomeric) 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=CN6)OC
InChI InChI=1S/C37H51NO12/c1-19-9-11-24-35(4,30(19)29-31(41)34(44)50-33(29)43)14-13-25-36(24,5)26(40)16-27(49-21(3)39)37(25,18-47-32(42)22-8-7-15-38-22)17-46-28-12-10-23(45-6)20(2)48-28/h7-9,15,20,23-28,30,33,38,40-41,43H,10-14,16-18H2,1-6H3
InChI Key DBDCCWMIZZISRF-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H51NO12
Molecular Weight 701.80 g/mol
Exact Mass 701.34112606 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.10
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [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 1H-pyrrole-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8889 88.89%
Caco-2 - 0.8478 84.78%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5252 52.52%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8204 82.04%
OATP1B3 inhibitior + 0.9562 95.62%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9835 98.35%
P-glycoprotein inhibitior + 0.7946 79.46%
P-glycoprotein substrate + 0.7199 71.99%
CYP3A4 substrate + 0.7488 74.88%
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 + 0.7707 77.07%
CYP inhibitory promiscuity - 0.5463 54.63%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4907 49.07%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9156 91.56%
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 - 0.4621 46.21%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5226 52.26%
skin sensitisation - 0.8704 87.04%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.9024 90.24%
Acute Oral Toxicity (c) I 0.3962 39.62%
Estrogen receptor binding + 0.8356 83.56%
Androgen receptor binding + 0.7000 70.00%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7350 73.50%
Aromatase binding + 0.6728 67.28%
PPAR gamma + 0.7779 77.79%
Honey bee toxicity - 0.6584 65.84%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9008 90.08%

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 98.11% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.86% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.10% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.31% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.77% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.16% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.94% 94.45%
CHEMBL3922 P50579 Methionine aminopeptidase 2 93.76% 97.28%
CHEMBL2996 Q05655 Protein kinase C delta 92.60% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.04% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.44% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 90.43% 94.75%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.01% 95.64%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.36% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.78% 97.14%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 85.46% 88.84%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 85.44% 83.10%
CHEMBL5028 O14672 ADAM10 84.42% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.82% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.72% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.29% 99.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 75954982
LOTUS LTS0024386
wikiData Q103818238