(2R,3R,4S,5S,6R)-2-[[(1S,2R,4aS,5R,8aS)-2-hydroxy-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-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 2f4f9db2-0b53-4428-af66-0ec7ad4b5607
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1S,2R,4aS,5R,8aS)-2-hydroxy-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-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCO)CCC1C(=C)CCC2C1(CCC(C2(C)COC3C(C(C(C(O3)CO)O)O)O)O)C
SMILES (Isomeric) C/C(=C\CO)/CC[C@@H]1C(=C)CC[C@H]2[C@]1(CC[C@H]([C@]2(C)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C
InChI InChI=1S/C26H44O8/c1-15(10-12-27)5-7-17-16(2)6-8-19-25(17,3)11-9-20(29)26(19,4)14-33-24-23(32)22(31)21(30)18(13-28)34-24/h10,17-24,27-32H,2,5-9,11-14H2,1,3-4H3/b15-10+/t17-,18-,19+,20-,21-,22+,23-,24-,25+,26-/m1/s1
InChI Key CWDBCXIAEGDANA-ZSBSBYQVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H44O8
Molecular Weight 484.60 g/mol
Exact Mass 484.30361836 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.27
H-Bond Acceptor 8
H-Bond Donor 6
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-[[(1S,2R,4aS,5R,8aS)-2-hydroxy-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-(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 - 0.7834 78.34%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6378 63.78%
OATP2B1 inhibitior - 0.5761 57.61%
OATP1B1 inhibitior + 0.8696 86.96%
OATP1B3 inhibitior + 0.8417 84.17%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6093 60.93%
P-glycoprotein inhibitior - 0.5656 56.56%
P-glycoprotein substrate - 0.7755 77.55%
CYP3A4 substrate + 0.6939 69.39%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
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 + 0.5814 58.14%
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 - 0.9471 94.71%
Skin irritation - 0.5999 59.99%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8645 86.45%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7625 76.25%
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 - 0.5874 58.74%
Acute Oral Toxicity (c) III 0.5392 53.92%
Estrogen receptor binding + 0.6873 68.73%
Androgen receptor binding + 0.6797 67.97%
Thyroid receptor binding + 0.5428 54.28%
Glucocorticoid receptor binding + 0.6272 62.72%
Aromatase binding + 0.6830 68.30%
PPAR gamma + 0.6411 64.11%
Honey bee toxicity - 0.7572 75.72%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.6200 62.00%
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 96.93% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.28% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 90.18% 83.82%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.66% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.55% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.55% 94.45%
CHEMBL1977 P11473 Vitamin D receptor 88.00% 99.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.26% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 83.51% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.41% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.28% 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
Rubus chingii var. suavissimus
Rubus niveus

Cross-Links

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PubChem 13855762
LOTUS LTS0217540
wikiData Q104397636