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(2R,3R,4S,5R,6R)-2-[(1R,2S,3'S,4S,4'R,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-3',16-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-4'-yl]oxy-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 325f0cb0-da7f-4c92-b7d7-2dd610ea1621
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5R,6R)-2-[(1R,2S,3'S,4S,4'R,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-3',16-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-4'-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1COC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)O)C)C)C)C(C1OC7C(C(C(C(O7)CO)O)O)O)O
SMILES (Isomeric) C[C@H]1CO[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C)C)[C@H]([C@@H]1O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)O
InChI InChI=1S/C33H54O10/c1-15-14-40-33(29(39)28(15)42-30-27(38)26(37)25(36)23(13-34)41-30)16(2)24-22(43-33)12-21-19-6-5-17-11-18(35)7-9-31(17,3)20(19)8-10-32(21,24)4/h15-30,34-39H,5-14H2,1-4H3/t15-,16-,17-,18-,19+,20-,21-,22-,23+,24-,25-,26-,27+,28+,29-,30-,31-,32-,33-/m0/s1
InChI Key FSAWPTNNGNWEDC-FZBYAEGTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O10
Molecular Weight 610.80 g/mol
Exact Mass 610.37169792 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.56
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5R,6R)-2-[(1R,2S,3'S,4S,4'R,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-3',16-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-4'-yl]oxy-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 - 0.5246 52.46%
Caco-2 - 0.8616 86.16%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 0.5858 58.58%
OATP1B1 inhibitior + 0.8644 86.44%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior - 0.8409 84.09%
P-glycoprotein inhibitior + 0.5963 59.63%
P-glycoprotein substrate - 0.5836 58.36%
CYP3A4 substrate + 0.7397 73.97%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8164 81.64%
CYP3A4 inhibition - 0.9473 94.73%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.5856 58.56%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9198 91.98%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.8256 82.56%
Human Ether-a-go-go-Related Gene inhibition - 0.3700 37.00%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7695 76.95%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7719 77.19%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.5981 59.81%
Androgen receptor binding + 0.6649 66.49%
Thyroid receptor binding - 0.5962 59.62%
Glucocorticoid receptor binding + 0.5436 54.36%
Aromatase binding + 0.6865 68.65%
PPAR gamma + 0.5909 59.09%
Honey bee toxicity - 0.5358 53.58%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.7523 75.23%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.05% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.36% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.85% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.27% 96.61%
CHEMBL1871 P10275 Androgen Receptor 88.95% 96.43%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.74% 95.50%
CHEMBL237 P41145 Kappa opioid receptor 87.17% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.55% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.34% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.28% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.95% 92.94%
CHEMBL5255 O00206 Toll-like receptor 4 84.24% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.99% 95.89%
CHEMBL4581 P52732 Kinesin-like protein 1 82.07% 93.18%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.01% 92.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.58% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 81.35% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.78% 96.21%

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.
Agave americana

Cross-Links

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PubChem 162999111
LOTUS LTS0262231
wikiData Q105000529