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(2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6S,7S,8R,9S,12S,13S,15R,16R,18S)-15,16-dihydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-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 53cd596b-0cf9-4eed-bc53-38a588d0bf45
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6S,7S,8R,9S,12S,13S,15R,16R,18S)-15,16-dihydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H58O10/c1-17(16-42-31-30(40)29(39)28(38)26(15-35)43-31)8-11-34(41-5)18(2)27-25(44-34)13-22-20-7-6-19-12-23(36)24(37)14-33(19,4)21(20)9-10-32(22,27)3/h17-31,35-40H,6-16H2,1-5H3/t17-,18+,19+,20-,21+,22+,23-,24-,25+,26-,27+,28-,29+,30-,31-,32+,33+,34+/m1/s1
InChI Key FHWPTDZMKYNZEN-YQBXCKAFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H58O10
Molecular Weight 626.80 g/mol
Exact Mass 626.40299804 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.20
H-Bond Acceptor 10
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-[(2R)-4-[(1R,2S,4S,6S,7S,8R,9S,12S,13S,15R,16R,18S)-15,16-dihydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-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 - 0.5474 54.74%
Caco-2 - 0.8622 86.22%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5940 59.40%
OATP2B1 inhibitior - 0.5788 57.88%
OATP1B1 inhibitior + 0.8737 87.37%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.8658 86.58%
P-glycoprotein inhibitior + 0.6660 66.60%
P-glycoprotein substrate - 0.5268 52.68%
CYP3A4 substrate + 0.7428 74.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8203 82.03%
CYP3A4 inhibition - 0.9587 95.87%
CYP2C9 inhibition - 0.9121 91.21%
CYP2C19 inhibition - 0.8946 89.46%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.9208 92.08%
CYP2C8 inhibition + 0.5419 54.19%
CYP inhibitory promiscuity - 0.9656 96.56%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6210 62.10%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9264 92.64%
Skin irritation - 0.6918 69.18%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.7878 78.78%
Human Ether-a-go-go-Related Gene inhibition - 0.3853 38.53%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7707 77.07%
skin sensitisation - 0.9353 93.53%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8757 87.57%
Acute Oral Toxicity (c) I 0.6939 69.39%
Estrogen receptor binding + 0.6203 62.03%
Androgen receptor binding + 0.6607 66.07%
Thyroid receptor binding - 0.6069 60.69%
Glucocorticoid receptor binding - 0.4668 46.68%
Aromatase binding + 0.6908 69.08%
PPAR gamma + 0.6097 60.97%
Honey bee toxicity - 0.6085 60.85%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity - 0.3911 39.11%

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 99.14% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.29% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 95.61% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.24% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.75% 96.61%
CHEMBL237 P41145 Kappa opioid receptor 94.41% 98.10%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 93.74% 89.05%
CHEMBL204 P00734 Thrombin 92.58% 96.01%
CHEMBL4581 P52732 Kinesin-like protein 1 91.49% 93.18%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.27% 92.86%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 91.04% 92.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.38% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 89.54% 95.93%
CHEMBL2094135 Q96BI3 Gamma-secretase 89.40% 98.05%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.39% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.86% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.60% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.51% 95.89%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 88.18% 95.36%
CHEMBL2996 Q05655 Protein kinase C delta 87.11% 97.79%
CHEMBL1871 P10275 Androgen Receptor 85.62% 96.43%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 85.15% 97.34%
CHEMBL4302 P08183 P-glycoprotein 1 83.79% 92.98%
CHEMBL233 P35372 Mu opioid receptor 83.38% 97.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.31% 95.89%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.72% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.67% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.57% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.88% 95.50%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 81.57% 98.46%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.53% 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.
Hosta plantaginea

Cross-Links

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PubChem 162939473
LOTUS LTS0201666
wikiData Q104995489