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Cimicifugoside H1

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 dfd395c1-6183-473b-bac5-a6eb04ffefb5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3R,6S,8R,12R,15R,16R,18S)-15-[(2R)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-oxobutan-2-yl]-18-hydroxy-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-en-14-one
SMILES (Canonical) CC(CC(=O)C1C(O1)(C)C)C2C(=O)CC3(C2(CC(C45C3=CCC6C4(C5)CCC(C6(C)C)OC7C(C(C(CO7)O)O)O)O)C)C
SMILES (Isomeric) C[C@H](CC(=O)[C@H]1C(O1)(C)C)[C@H]2C(=O)C[C@@]3([C@@]2(C[C@@H]([C@]45C3=CC[C@@H]6[C@]4(C5)CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)C)C
InChI InChI=1S/C35H52O9/c1-17(12-18(36)28-31(4,5)44-28)25-19(37)13-32(6)22-9-8-21-30(2,3)24(43-29-27(41)26(40)20(38)15-42-29)10-11-34(21)16-35(22,34)23(39)14-33(25,32)7/h9,17,20-21,23-29,38-41H,8,10-16H2,1-7H3/t17-,20-,21+,23+,24+,25+,26+,27-,28+,29+,32+,33-,34-,35+/m1/s1
InChI Key PYBFXJMIKJNNAJ-GLWILYKISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O9
Molecular Weight 616.80 g/mol
Exact Mass 616.36113323 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 3.09
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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Cimicifugoside H-1
163046-73-9
Cimifugoside H-1
C3LF0ZYD3S
UNII-C3LF0ZYD3S
Cimicifugoside H1 (constituent of Black cohosh) [DSC]
(1S,3R,6S,8R,12R,15R,16R,18S)-15-[(2R)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-oxobutan-2-yl]-18-hydroxy-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-en-14-one
9,19-Cyclolanost-7-ene-16,23-dione, 24,25-epoxy-11-hydroxy-3-(beta-D- xylopyranosyloxy)-, (3beta,11beta,24R)-
HY-N9331
AKOS040760328
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Cimicifugoside H1

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8871 88.71%
Caco-2 - 0.8320 83.20%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8217 82.17%
OATP2B1 inhibitior - 0.7215 72.15%
OATP1B1 inhibitior + 0.8108 81.08%
OATP1B3 inhibitior + 0.9015 90.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6558 65.58%
BSEP inhibitior - 0.5516 55.16%
P-glycoprotein inhibitior + 0.7299 72.99%
P-glycoprotein substrate + 0.6234 62.34%
CYP3A4 substrate + 0.7301 73.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8554 85.54%
CYP3A4 inhibition - 0.8543 85.43%
CYP2C9 inhibition - 0.6597 65.97%
CYP2C19 inhibition - 0.8873 88.73%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.8679 86.79%
CYP2C8 inhibition + 0.6404 64.04%
CYP inhibitory promiscuity - 0.9431 94.31%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6347 63.47%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9283 92.83%
Skin irritation - 0.5372 53.72%
Skin corrosion - 0.9318 93.18%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6603 66.03%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8745 87.45%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6578 65.78%
Acute Oral Toxicity (c) III 0.4337 43.37%
Estrogen receptor binding + 0.6496 64.96%
Androgen receptor binding + 0.7769 77.69%
Thyroid receptor binding - 0.5167 51.67%
Glucocorticoid receptor binding + 0.7211 72.11%
Aromatase binding + 0.7056 70.56%
PPAR gamma + 0.6434 64.34%
Honey bee toxicity - 0.7122 71.22%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.9852 98.52%

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 98.86% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.48% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.82% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.87% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.46% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.21% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.36% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.43% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.38% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.24% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.14% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.11% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.57% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.30% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.93% 95.89%
CHEMBL4208 P20618 Proteasome component C5 82.56% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.53% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.54% 90.71%
CHEMBL1871 P10275 Androgen Receptor 81.20% 96.43%
CHEMBL1937 Q92769 Histone deacetylase 2 80.27% 94.75%

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
Actaea dahurica
Actaea racemosa
Actaea simplex

Cross-Links

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PubChem 15241163
NPASS NPC26116
LOTUS LTS0227758
wikiData Q27275149