[(4aR,4bS,5R,7R,8aR,9S,10aS)-7-ethenyl-5,8a-dihydroxy-1,1,7-trimethyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-4a-yl]methyl 3-hydroxy-3-methylbutanoate

Details

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Internal ID 3cda5ed0-1273-4514-8c0a-c9741d1a90ca
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(4aR,4bS,5R,7R,8aR,9S,10aS)-7-ethenyl-5,8a-dihydroxy-1,1,7-trimethyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-4a-yl]methyl 3-hydroxy-3-methylbutanoate
SMILES (Canonical) CC1(CCCC2(C1CC(C3(C2C(CC(C3)(C)C=C)O)O)OC4C(C(C(C(O4)CO)O)O)O)COC(=O)CC(C)(C)O)C
SMILES (Isomeric) C[C@]1(C[C@H]([C@@H]2[C@]3(CCCC([C@@H]3C[C@@H]([C@]2(C1)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)(C)C)COC(=O)CC(C)(C)O)O)C=C
InChI InChI=1S/C31H52O11/c1-7-29(6)12-17(33)25-30(16-40-21(34)13-28(4,5)38)10-8-9-27(2,3)19(30)11-20(31(25,39)15-29)42-26-24(37)23(36)22(35)18(14-32)41-26/h7,17-20,22-26,32-33,35-39H,1,8-16H2,2-6H3/t17-,18-,19+,20+,22-,23+,24-,25-,26+,29-,30-,31+/m1/s1
InChI Key QYIUUYJMNTUPAA-KVKTXYALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H52O11
Molecular Weight 600.70 g/mol
Exact Mass 600.35096247 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.79
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4aR,4bS,5R,7R,8aR,9S,10aS)-7-ethenyl-5,8a-dihydroxy-1,1,7-trimethyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-4a-yl]methyl 3-hydroxy-3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6734 67.34%
Caco-2 - 0.8266 82.66%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7694 76.94%
OATP2B1 inhibitior - 0.7211 72.11%
OATP1B1 inhibitior + 0.8337 83.37%
OATP1B3 inhibitior + 0.8064 80.64%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6090 60.90%
P-glycoprotein inhibitior + 0.6052 60.52%
P-glycoprotein substrate - 0.6316 63.16%
CYP3A4 substrate + 0.7206 72.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8887 88.87%
CYP3A4 inhibition - 0.7258 72.58%
CYP2C9 inhibition - 0.8500 85.00%
CYP2C19 inhibition - 0.8096 80.96%
CYP2D6 inhibition - 0.9529 95.29%
CYP1A2 inhibition - 0.8498 84.98%
CYP2C8 inhibition + 0.6791 67.91%
CYP inhibitory promiscuity - 0.9704 97.04%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7403 74.03%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9293 92.93%
Skin irritation - 0.6599 65.99%
Skin corrosion - 0.9494 94.94%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7674 76.74%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6351 63.51%
skin sensitisation - 0.8942 89.42%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8144 81.44%
Acute Oral Toxicity (c) III 0.6866 68.66%
Estrogen receptor binding + 0.6998 69.98%
Androgen receptor binding + 0.6571 65.71%
Thyroid receptor binding - 0.5273 52.73%
Glucocorticoid receptor binding + 0.5836 58.36%
Aromatase binding + 0.6688 66.88%
PPAR gamma + 0.6486 64.86%
Honey bee toxicity - 0.6623 66.23%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9614 96.14%

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 99.82% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.78% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.13% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.61% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.17% 97.09%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 91.33% 82.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.84% 89.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.51% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.12% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.00% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.61% 95.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.04% 96.38%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.37% 89.34%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.14% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.72% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.52% 96.95%
CHEMBL5255 O00206 Toll-like receptor 4 84.98% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.68% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.06% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.94% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 82.86% 95.93%
CHEMBL5028 O14672 ADAM10 82.38% 97.50%
CHEMBL233 P35372 Mu opioid receptor 81.91% 97.93%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.26% 89.50%
CHEMBL259 P32245 Melanocortin receptor 4 81.19% 95.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.13% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.00% 94.73%

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.
Aster auriculatus

Cross-Links

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PubChem 101713126
LOTUS LTS0138626
wikiData Q105230179