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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-9-hydroxy-1-(2-hydroxyacetyl)-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-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 d138dce2-1b1e-4ab4-a782-fba452d0d0fc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-9-hydroxy-1-(2-hydroxyacetyl)-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H56O10/c1-31(2)22-9-12-34(5)23(32(22,3)11-10-24(31)39)7-6-19-25-18(20(38)16-36)8-13-35(25,15-14-33(19,34)4)30(43)45-29-28(42)27(41)26(40)21(17-37)44-29/h18-19,21-29,36-37,39-42H,6-17H2,1-5H3/t18-,19+,21+,22-,23+,24-,25+,26+,27-,28+,29-,32-,33+,34+,35-/m0/s1
InChI Key PLXXELYYJOUNNL-GSNRUCFYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H56O10
Molecular Weight 636.80 g/mol
Exact Mass 636.38734798 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-9-hydroxy-1-(2-hydroxyacetyl)-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6116 61.16%
Caco-2 - 0.8424 84.24%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7938 79.38%
OATP2B1 inhibitior - 0.5771 57.71%
OATP1B1 inhibitior + 0.8853 88.53%
OATP1B3 inhibitior + 0.9140 91.40%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.8677 86.77%
P-glycoprotein inhibitior + 0.6463 64.63%
P-glycoprotein substrate - 0.7706 77.06%
CYP3A4 substrate + 0.7204 72.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.8451 84.51%
CYP2C9 inhibition - 0.8619 86.19%
CYP2C19 inhibition - 0.8744 87.44%
CYP2D6 inhibition - 0.9629 96.29%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.5937 59.37%
CYP inhibitory promiscuity - 0.9759 97.59%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7316 73.16%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9211 92.11%
Skin irritation - 0.6670 66.70%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis - 0.6224 62.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7205 72.05%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.8223 82.23%
skin sensitisation - 0.9380 93.80%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8886 88.86%
Acute Oral Toxicity (c) III 0.4135 41.35%
Estrogen receptor binding + 0.6786 67.86%
Androgen receptor binding + 0.7760 77.60%
Thyroid receptor binding - 0.6225 62.25%
Glucocorticoid receptor binding + 0.5958 59.58%
Aromatase binding + 0.6413 64.13%
PPAR gamma + 0.6063 60.63%
Honey bee toxicity - 0.6794 67.94%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8996 89.96%

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 96.79% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.91% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 93.91% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.97% 91.11%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.39% 91.24%
CHEMBL2581 P07339 Cathepsin D 88.78% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.15% 100.00%
CHEMBL233 P35372 Mu opioid receptor 88.10% 97.93%
CHEMBL4302 P08183 P-glycoprotein 1 88.02% 92.98%
CHEMBL226 P30542 Adenosine A1 receptor 86.07% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.28% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.24% 96.21%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.81% 95.83%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.30% 89.05%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.22% 94.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.02% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 83.81% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.71% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.52% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.31% 96.61%
CHEMBL237 P41145 Kappa opioid receptor 82.92% 98.10%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.02% 82.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.82% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.82% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.02% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.77% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.51% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 80.45% 97.79%

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.
Eugenia florida

Cross-Links

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PubChem 162955773
LOTUS LTS0208772
wikiData Q105211304