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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4aS,4bS,7S,10aS)-7-[(1S)-1,2-dihydroxyethyl]-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-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 427200a5-28e6-4e42-b936-7b0105152169
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,4aS,4bS,7S,10aS)-7-[(1S)-1,2-dihydroxyethyl]-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H42O9/c1-24(18(29)13-28)10-7-15-14(11-24)5-6-17-25(15,2)8-4-9-26(17,3)23(33)35-22-21(32)20(31)19(30)16(12-27)34-22/h11,15-22,27-32H,4-10,12-13H2,1-3H3/t15-,16+,17-,18+,19+,20-,21+,22-,24-,25-,26+/m0/s1
InChI Key PRRAPUWAESDZDH-IUIQSANKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H42O9
Molecular Weight 498.60 g/mol
Exact Mass 498.28288291 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.63
H-Bond Acceptor 9
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,4aS,4bS,7S,10aS)-7-[(1S)-1,2-dihydroxyethyl]-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7816 78.16%
Caco-2 - 0.7571 75.71%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8204 82.04%
OATP2B1 inhibitior - 0.7213 72.13%
OATP1B1 inhibitior + 0.8368 83.68%
OATP1B3 inhibitior - 0.3793 37.93%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior - 0.4666 46.66%
P-glycoprotein inhibitior - 0.5863 58.63%
P-glycoprotein substrate - 0.7031 70.31%
CYP3A4 substrate + 0.6666 66.66%
CYP2C9 substrate - 0.8050 80.50%
CYP2D6 substrate - 0.8436 84.36%
CYP3A4 inhibition - 0.8962 89.62%
CYP2C9 inhibition - 0.9176 91.76%
CYP2C19 inhibition - 0.8899 88.99%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.8393 83.93%
CYP2C8 inhibition - 0.6452 64.52%
CYP inhibitory promiscuity - 0.9592 95.92%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6960 69.60%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9585 95.85%
Skin irritation - 0.5684 56.84%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7705 77.05%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9102 91.02%
Acute Oral Toxicity (c) III 0.7112 71.12%
Estrogen receptor binding + 0.7006 70.06%
Androgen receptor binding + 0.6731 67.31%
Thyroid receptor binding + 0.5323 53.23%
Glucocorticoid receptor binding + 0.7368 73.68%
Aromatase binding + 0.6452 64.52%
PPAR gamma - 0.5056 50.56%
Honey bee toxicity - 0.7966 79.66%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity + 0.9323 93.23%

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 98.76% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.40% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.15% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 96.17% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.01% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.54% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.45% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.50% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 86.81% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.45% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 84.55% 98.10%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.52% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.52% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.29% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.19% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 81.98% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.72% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.17% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.01% 97.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.76% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.57% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.07% 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.
Sigesbeckia pubescens

Cross-Links

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PubChem 132556613
LOTUS LTS0117829
wikiData Q105213877