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cimicifoetiside A

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 612f3c1a-2341-4e93-a40b-ef4ceb7ff8db
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [(2S,3R,4S,5S)-4,5-dihydroxy-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxan-3-yl] acetate
SMILES (Canonical) CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(CO8)O)O)OC(=O)C)C)O2)C(C)(C)O
SMILES (Isomeric) C[C@@H]1C[C@@H]2[C@H](O[C@]3([C@H]1[C@]4(CC[C@@]56C[C@@]57CC[C@@H](C([C@@H]7CC[C@H]6[C@@]4([C@H]3O)C)(C)C)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)OC(=O)C)C)O2)C(C)(C)O
InChI InChI=1S/C37H58O10/c1-18-15-21-28(32(5,6)42)47-37(46-21)27(18)33(7)13-14-36-17-35(36)12-11-24(45-29-26(44-19(2)38)25(40)20(39)16-43-29)31(3,4)22(35)9-10-23(36)34(33,8)30(37)41/h18,20-30,39-42H,9-17H2,1-8H3/t18-,20+,21-,22+,23+,24+,25+,26-,27-,28+,29+,30-,33-,34-,35-,36+,37+/m1/s1
InChI Key IGLQSEIGKREACI-VYWUFNEXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H58O10
Molecular Weight 662.80 g/mol
Exact Mass 662.40299804 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.69
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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cimigenol 3-O-(2-O-acetyl-alpha-L-arabinopyranoside)
15alpha,25-dihydroxy-16beta,23R:16alpha,24S-diepoxy-9beta,19-cyclolanostan-3beta-yl 2-O-acetyl-alpha-L-arabinopyranoside
CHEBI:37779
LMST01100006
Q27117260
(23R,24S)-15alpha,25-dihydroxy-16beta,23:16alpha,24-diepoxy-9beta,19-cyclolanostan-3beta-yl 2-O-acetyl-alpha-L-arabinopyranoside
[(2S,3R,4S,5S)-4,5-dihydroxy-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxan-3-yl] acetate

2D Structure

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2D Structure of cimicifoetiside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9029 90.29%
Caco-2 - 0.8509 85.09%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7920 79.20%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.8407 84.07%
OATP1B3 inhibitior + 0.8997 89.97%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5766 57.66%
P-glycoprotein inhibitior + 0.7502 75.02%
P-glycoprotein substrate + 0.6062 60.62%
CYP3A4 substrate + 0.7324 73.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8794 87.94%
CYP3A4 inhibition - 0.8457 84.57%
CYP2C9 inhibition - 0.7928 79.28%
CYP2C19 inhibition - 0.8413 84.13%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.8093 80.93%
CYP2C8 inhibition + 0.7412 74.12%
CYP inhibitory promiscuity - 0.9722 97.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6113 61.13%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.6428 64.28%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3744 37.44%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6323 63.23%
skin sensitisation - 0.8894 88.94%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7367 73.67%
Acute Oral Toxicity (c) I 0.4119 41.19%
Estrogen receptor binding + 0.5472 54.72%
Androgen receptor binding + 0.7450 74.50%
Thyroid receptor binding - 0.5604 56.04%
Glucocorticoid receptor binding + 0.6562 65.62%
Aromatase binding + 0.6965 69.65%
PPAR gamma + 0.6523 65.23%
Honey bee toxicity - 0.6443 64.43%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9484 94.84%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.11% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.38% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.61% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 94.37% 96.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.14% 96.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.25% 89.34%
CHEMBL340 P08684 Cytochrome P450 3A4 91.28% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.77% 82.69%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 90.39% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.01% 97.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.58% 98.75%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.56% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.56% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.12% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.67% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.54% 89.00%
CHEMBL2581 P07339 Cathepsin D 86.75% 98.95%
CHEMBL204 P00734 Thrombin 86.19% 96.01%
CHEMBL5255 O00206 Toll-like receptor 4 85.57% 92.50%
CHEMBL325 Q13547 Histone deacetylase 1 85.31% 95.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.29% 95.56%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.28% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.18% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.66% 89.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.99% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 82.85% 97.79%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.01% 93.04%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.84% 91.24%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.24% 98.99%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.75% 97.21%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.28% 94.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.20% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 80.09% 97.05%

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.
Actaea cimicifuga

Cross-Links

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PubChem 16019999
LOTUS LTS0276456
wikiData Q27117260