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(2R,3R,4S,5S,6R)-2-[[(1R,4aR,5S,8aR)-5-[(3S)-3-hydroxy-3-methylpent-4-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-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 8a245593-47d9-49c1-b194-2809442e3dbd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1R,4aR,5S,8aR)-5-[(3S)-3-hydroxy-3-methylpent-4-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H44O7/c1-6-25(4,31)13-10-17-16(2)8-9-19-24(3,11-7-12-26(17,19)5)15-32-23-22(30)21(29)20(28)18(14-27)33-23/h6,17-23,27-31H,1-2,7-15H2,3-5H3/t17-,18+,19-,20+,21-,22+,23+,24-,25+,26+/m0/s1
InChI Key YJHSSMCFOJLLFV-VROJCOHSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H44O7
Molecular Weight 468.60 g/mol
Exact Mass 468.30870374 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 8

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,5S,8aR)-5-[(3S)-3-hydroxy-3-methylpent-4-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-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 + 0.6064 60.64%
Caco-2 - 0.7673 76.73%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6378 63.78%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior + 0.8507 85.07%
OATP1B3 inhibitior + 0.8417 84.17%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6089 60.89%
P-glycoprotein inhibitior - 0.5608 56.08%
P-glycoprotein substrate - 0.7562 75.62%
CYP3A4 substrate + 0.6799 67.99%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.8466 84.66%
CYP2C9 inhibition - 0.8756 87.56%
CYP2C19 inhibition - 0.8149 81.49%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8274 82.74%
CYP2C8 inhibition + 0.6761 67.61%
CYP inhibitory promiscuity - 0.9497 94.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7282 72.82%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9553 95.53%
Skin irritation - 0.5999 59.99%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8086 80.86%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7639 76.39%
skin sensitisation - 0.8936 89.36%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8573 85.73%
Acute Oral Toxicity (c) III 0.5392 53.92%
Estrogen receptor binding + 0.6604 66.04%
Androgen receptor binding + 0.6729 67.29%
Thyroid receptor binding + 0.5274 52.74%
Glucocorticoid receptor binding + 0.6464 64.64%
Aromatase binding + 0.6538 65.38%
PPAR gamma + 0.5968 59.68%
Honey bee toxicity - 0.7711 77.11%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9450 94.50%

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 98.57% 91.11%
CHEMBL1977 P11473 Vitamin D receptor 98.27% 99.43%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.27% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.95% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.17% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 88.53% 98.10%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 88.45% 90.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.35% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 87.51% 97.79%
CHEMBL2581 P07339 Cathepsin D 87.44% 98.95%
CHEMBL259 P32245 Melanocortin receptor 4 87.44% 95.38%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.90% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.29% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.73% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.66% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.21% 97.36%
CHEMBL5028 O14672 ADAM10 82.76% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 82.57% 94.73%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.97% 97.50%
CHEMBL1951 P21397 Monoamine oxidase A 81.87% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.65% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 81.45% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.43% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.22% 96.21%
CHEMBL226 P30542 Adenosine A1 receptor 80.33% 95.93%

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.
Diplopterygium rufum

Cross-Links

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PubChem 101952935
LOTUS LTS0259412
wikiData Q105349264