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(2R,3R,4S,5S,6R)-2-[(E)-5-[(1R,4aR,5S,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoxy]-6-(hydroxymethyl)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 6cdd22c3-7de3-4054-b9e6-f33f08291a65
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[(E)-5-[(1R,4aR,5S,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H54O12/c1-17(10-13-41-29-27(39)25(37)23(35)20(14-33)43-29)6-8-19-18(2)7-9-22-31(3,11-5-12-32(19,22)4)16-42-30-28(40)26(38)24(36)21(15-34)44-30/h10,19-30,33-40H,2,5-9,11-16H2,1,3-4H3/b17-10+/t19-,20-,21-,22+,23-,24-,25+,26+,27-,28-,29-,30-,31-,32+/m1/s1
InChI Key YQDMUEBOTCUADA-GJCSGZMNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H54O12
Molecular Weight 630.80 g/mol
Exact Mass 630.36152715 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.12
H-Bond Acceptor 12
H-Bond Donor 8
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-[(E)-5-[(1R,4aR,5S,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoxy]-6-(hydroxymethyl)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 - 0.5151 51.51%
Caco-2 - 0.8679 86.79%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7009 70.09%
OATP2B1 inhibitior - 0.7216 72.16%
OATP1B1 inhibitior + 0.8370 83.70%
OATP1B3 inhibitior + 0.7882 78.82%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5428 54.28%
P-glycoprotein inhibitior + 0.6399 63.99%
P-glycoprotein substrate - 0.7425 74.25%
CYP3A4 substrate + 0.6792 67.92%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9388 93.88%
CYP2C9 inhibition - 0.8942 89.42%
CYP2C19 inhibition - 0.8581 85.81%
CYP2D6 inhibition - 0.9471 94.71%
CYP1A2 inhibition - 0.8542 85.42%
CYP2C8 inhibition + 0.6477 64.77%
CYP inhibitory promiscuity - 0.9343 93.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6870 68.70%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9309 93.09%
Skin irritation - 0.6311 63.11%
Skin corrosion - 0.9505 95.05%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8532 85.32%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8790 87.90%
skin sensitisation - 0.9045 90.45%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity - 0.8453 84.53%
Acute Oral Toxicity (c) III 0.5538 55.38%
Estrogen receptor binding + 0.7299 72.99%
Androgen receptor binding + 0.6925 69.25%
Thyroid receptor binding - 0.5728 57.28%
Glucocorticoid receptor binding + 0.5499 54.99%
Aromatase binding + 0.6271 62.71%
PPAR gamma + 0.6224 62.24%
Honey bee toxicity - 0.7642 76.42%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9563 95.63%

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 98.91% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.15% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.46% 95.50%
CHEMBL1977 P11473 Vitamin D receptor 92.30% 99.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.52% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.58% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.59% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.12% 100.00%
CHEMBL2581 P07339 Cathepsin D 86.47% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.15% 96.09%
CHEMBL237 P41145 Kappa opioid receptor 85.14% 98.10%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.63% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.13% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.99% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.15% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.77% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 81.64% 94.75%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.58% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.26% 92.50%
CHEMBL259 P32245 Melanocortin receptor 4 81.16% 95.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.28% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.13% 100.00%

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.
Rubus chingii

Cross-Links

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PubChem 162983182
LOTUS LTS0132121
wikiData Q105352162