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(2R,3R,4S,5S,6R)-2-[[(1R,4aR,5R)-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol

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 42b23981-7327-457d-8ec9-ec0fdcbb2780
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1R,4aR,5R)-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) CC(=CCO)CCC1C(=C)CCC2C1(CCCC2(C)COC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)C
SMILES (Isomeric) C/C(=C\CO)/CC[C@@H]1C(=C)CCC2[C@@]1(CCC[C@@]2(C)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@](CO4)(CO)O)O)O)O)O)C
InChI InChI=1S/C31H52O11/c1-18(10-13-32)6-8-20-19(2)7-9-22-29(3,11-5-12-30(20,22)4)16-40-27-25(36)24(35)23(34)21(42-27)14-39-28-26(37)31(38,15-33)17-41-28/h10,20-28,32-38H,2,5-9,11-17H2,1,3-4H3/b18-10+/t20-,21-,22?,23-,24+,25-,26+,27-,28-,29+,30-,31-/m1/s1
InChI Key JEUZIIIDQSJCQD-CMOFIZTESA-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) 179.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.77
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(1R,4aR,5R)-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6654 66.54%
Caco-2 - 0.8560 85.60%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6422 64.22%
OATP2B1 inhibitior - 0.5782 57.82%
OATP1B1 inhibitior + 0.8443 84.43%
OATP1B3 inhibitior + 0.9222 92.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7036 70.36%
P-glycoprotein inhibitior + 0.6446 64.46%
P-glycoprotein substrate - 0.5608 56.08%
CYP3A4 substrate + 0.7094 70.94%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9082 90.82%
CYP2C9 inhibition - 0.9013 90.13%
CYP2C19 inhibition - 0.8950 89.50%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.8969 89.69%
CYP2C8 inhibition + 0.7200 72.00%
CYP inhibitory promiscuity - 0.9312 93.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6013 60.13%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9351 93.51%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9412 94.12%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8184 81.84%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7841 78.41%
skin sensitisation - 0.9084 90.84%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8179 81.79%
Acute Oral Toxicity (c) I 0.7360 73.60%
Estrogen receptor binding + 0.7333 73.33%
Androgen receptor binding + 0.6616 66.16%
Thyroid receptor binding - 0.5666 56.66%
Glucocorticoid receptor binding + 0.5394 53.94%
Aromatase binding + 0.6975 69.75%
PPAR gamma + 0.6186 61.86%
Honey bee toxicity - 0.7513 75.13%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9517 95.17%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.06% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.31% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 94.16% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.39% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.94% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.00% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.88% 95.89%
CHEMBL1977 P11473 Vitamin D receptor 89.24% 99.43%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.47% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.94% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.75% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.09% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.68% 95.56%
CHEMBL5957 P21589 5'-nucleotidase 85.23% 97.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.19% 86.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.94% 95.83%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.67% 82.69%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.46% 96.90%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.30% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.21% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 81.91% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.72% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 81.28% 92.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.54% 98.75%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.50% 97.47%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.29% 96.61%

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.
There are no matching plants.

Cross-Links

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PubChem 101192524
LOTUS LTS0034390
wikiData Q105126436