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(2S,3R,4S,5R)-2-[[(1S,4R,5R,6R,8R,10S,12S,13S,15S,16R,18S,21R)-15-hydroxy-8-methoxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-18-yl]oxy]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 c2b18337-8f82-4333-8425-728502964a7e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5R)-2-[[(1S,4R,5R,6R,8R,10S,12S,13S,15S,16R,18S,21R)-15-hydroxy-8-methoxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-18-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC1CC(OC2C1C3(CCC45CC46CCC(C(C6C(CC5C3(C2)C)O)(C)C)OC7C(C(C(CO7)O)O)O)C)OC
SMILES (Isomeric) C[C@@H]1C[C@@H](O[C@@H]2[C@H]1[C@]3(CC[C@@]45C[C@@]46CC[C@@H](C([C@@H]6[C@H](C[C@H]5[C@@]3(C2)C)O)(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C)OC
InChI InChI=1S/C32H52O8/c1-16-11-22(37-6)39-19-13-30(5)20-12-17(33)26-28(2,3)21(40-27-25(36)24(35)18(34)14-38-27)7-8-32(26)15-31(20,32)10-9-29(30,4)23(16)19/h16-27,33-36H,7-15H2,1-6H3/t16-,17+,18-,19+,20+,21+,22-,23+,24+,25-,26+,27+,29-,30+,31+,32-/m1/s1
InChI Key VWRNZYJHXBUFDH-ZCESBFCFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O8
Molecular Weight 564.70 g/mol
Exact Mass 564.36621861 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.23
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[[(1S,4R,5R,6R,8R,10S,12S,13S,15S,16R,18S,21R)-15-hydroxy-8-methoxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-18-yl]oxy]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 + 0.6768 67.68%
Caco-2 - 0.8246 82.46%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6047 60.47%
OATP2B1 inhibitior - 0.7199 71.99%
OATP1B1 inhibitior + 0.8568 85.68%
OATP1B3 inhibitior + 0.9212 92.12%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.9385 93.85%
P-glycoprotein inhibitior + 0.6126 61.26%
P-glycoprotein substrate - 0.5074 50.74%
CYP3A4 substrate + 0.7070 70.70%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8067 80.67%
CYP3A4 inhibition - 0.9237 92.37%
CYP2C9 inhibition - 0.7884 78.84%
CYP2C19 inhibition - 0.8460 84.60%
CYP2D6 inhibition - 0.9423 94.23%
CYP1A2 inhibition - 0.8344 83.44%
CYP2C8 inhibition + 0.6277 62.77%
CYP inhibitory promiscuity - 0.9729 97.29%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6689 66.89%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9099 90.99%
Skin irritation - 0.7092 70.92%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3718 37.18%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6591 65.91%
skin sensitisation - 0.8872 88.72%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6344 63.44%
Acute Oral Toxicity (c) I 0.3446 34.46%
Estrogen receptor binding - 0.5119 51.19%
Androgen receptor binding + 0.7288 72.88%
Thyroid receptor binding - 0.5668 56.68%
Glucocorticoid receptor binding + 0.5929 59.29%
Aromatase binding + 0.7186 71.86%
PPAR gamma + 0.5840 58.40%
Honey bee toxicity - 0.6617 66.17%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.8157 81.57%

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
CHEMBL204 P00734 Thrombin 99.13% 96.01%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.91% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 96.59% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.27% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.23% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.88% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.16% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.87% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.63% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.47% 97.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.17% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 84.19% 92.98%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.52% 91.07%
CHEMBL1871 P10275 Androgen Receptor 83.49% 96.43%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.99% 97.53%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.61% 91.03%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 82.21% 98.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.58% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.55% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 81.03% 95.38%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.96% 96.61%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.09% 89.50%

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.
Astragalus multiceps

Cross-Links

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PubChem 25111818
LOTUS LTS0019660
wikiData Q104888761