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(1S,2S,4S,7S,8R,9S,12S,13R)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one

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 fb55d0f9-45ac-465e-a1d4-c01005511cbc
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (1S,2S,4S,7S,8R,9S,12S,13R)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CCC5=CC(=O)CCC45C)C)OC1(CCC(C)COC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CCC5=CC(=O)CC[C@]45C)C)OC1(CC[C@@H](C)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
InChI InChI=1S/C33H52O9/c1-17(16-40-30-29(38)28(37)27(36)25(15-34)41-30)7-12-33(39)18(2)26-24(42-33)14-23-21-6-5-19-13-20(35)8-10-31(19,3)22(21)9-11-32(23,26)4/h13,17-18,21-30,34,36-39H,5-12,14-16H2,1-4H3/t17-,18+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33?/m1/s1
InChI Key CAAOMFHZYWQEQG-FSJKLDDGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O9
Molecular Weight 592.80 g/mol
Exact Mass 592.36113323 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,7S,8R,9S,12S,13R)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8294 82.94%
Caco-2 - 0.8604 86.04%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8220 82.20%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior + 0.8740 87.40%
OATP1B3 inhibitior + 0.8670 86.70%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6037 60.37%
P-glycoprotein inhibitior + 0.7063 70.63%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7619 76.19%
CYP2C9 substrate - 0.7960 79.60%
CYP2D6 substrate - 0.8790 87.90%
CYP3A4 inhibition - 0.9196 91.96%
CYP2C9 inhibition - 0.9244 92.44%
CYP2C19 inhibition - 0.9343 93.43%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.9172 91.72%
CYP2C8 inhibition + 0.4667 46.67%
CYP inhibitory promiscuity - 0.9444 94.44%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5179 51.79%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9400 94.00%
Skin irritation + 0.5497 54.97%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.7978 79.78%
Human Ether-a-go-go-Related Gene inhibition + 0.6691 66.91%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7047 70.47%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8981 89.81%
Acute Oral Toxicity (c) I 0.4770 47.70%
Estrogen receptor binding + 0.6440 64.40%
Androgen receptor binding + 0.7181 71.81%
Thyroid receptor binding - 0.6177 61.77%
Glucocorticoid receptor binding + 0.6552 65.52%
Aromatase binding + 0.7186 71.86%
PPAR gamma + 0.5736 57.36%
Honey bee toxicity - 0.6303 63.03%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9416 94.16%

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 98.85% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.45% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 97.27% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.67% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.28% 95.93%
CHEMBL1871 P10275 Androgen Receptor 93.00% 96.43%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.74% 95.89%
CHEMBL4581 P52732 Kinesin-like protein 1 90.52% 93.18%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.48% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.30% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.63% 92.86%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.29% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.09% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.00% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.31% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.12% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 85.52% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 83.81% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.67% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.59% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.96% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.63% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.41% 97.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.99% 89.05%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10393657
LOTUS LTS0158835
wikiData Q105101984