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(1S,2S,4R,5R,6R,9R,10R,12R,16R,18S,21R)-18-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,9,10-trihydroxy-4,6,12,17,17-pentamethylhexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-13-en-8-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 1443f400-3ea4-4789-961e-32b1351cbcb1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (1S,2S,4R,5R,6R,9R,10R,12R,16R,18S,21R)-18-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,9,10-trihydroxy-4,6,12,17,17-pentamethylhexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-13-en-8-one
SMILES (Canonical) CC1CC(=O)C(C2(C1C3(CC(C45CC46CCC(C(C6CC=C5C3(C2)C)(C)C)OC7C(C(C(CO7)O)OC8C(C(C(CO8)O)O)O)O)O)C)O)O
SMILES (Isomeric) C[C@@H]1CC(=O)[C@@H]([C@@]2([C@H]1[C@]3(C[C@@H]([C@@]45C[C@@]46CC[C@@H](C([C@@H]6CC=C5[C@@]3(C2)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)C)O)O
InChI InChI=1S/C37H56O13/c1-16-10-17(38)29(45)37(46)14-34(5)21-7-6-20-32(2,3)23(8-9-35(20)15-36(21,35)22(41)11-33(34,4)28(16)37)49-31-26(44)27(19(40)13-48-31)50-30-25(43)24(42)18(39)12-47-30/h7,16,18-20,22-31,39-46H,6,8-15H2,1-5H3/t16-,18-,19-,20+,22+,23+,24+,25-,26-,27+,28-,29+,30+,31+,33-,34+,35-,36+,37-/m1/s1
InChI Key GRCCENUPOSFPAI-ANGICLCCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H56O13
Molecular Weight 708.80 g/mol
Exact Mass 708.37209184 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -0.09
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4R,5R,6R,9R,10R,12R,16R,18S,21R)-18-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,9,10-trihydroxy-4,6,12,17,17-pentamethylhexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-13-en-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8819 88.19%
Caco-2 - 0.8696 86.96%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8040 80.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8259 82.59%
OATP1B3 inhibitior + 0.8727 87.27%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior - 0.6592 65.92%
P-glycoprotein inhibitior + 0.7317 73.17%
P-glycoprotein substrate + 0.6044 60.44%
CYP3A4 substrate + 0.7409 74.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8595 85.95%
CYP3A4 inhibition - 0.9577 95.77%
CYP2C9 inhibition - 0.7732 77.32%
CYP2C19 inhibition - 0.8781 87.81%
CYP2D6 inhibition - 0.9295 92.95%
CYP1A2 inhibition - 0.8630 86.30%
CYP2C8 inhibition + 0.6170 61.70%
CYP inhibitory promiscuity - 0.9598 95.98%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5982 59.82%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9162 91.62%
Skin irritation - 0.5958 59.58%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.6340 63.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6831 68.31%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8545 85.45%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8478 84.78%
Acute Oral Toxicity (c) III 0.4734 47.34%
Estrogen receptor binding + 0.7107 71.07%
Androgen receptor binding + 0.7754 77.54%
Thyroid receptor binding - 0.5871 58.71%
Glucocorticoid receptor binding + 0.5835 58.35%
Aromatase binding + 0.6704 67.04%
PPAR gamma + 0.6862 68.62%
Honey bee toxicity - 0.6846 68.46%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5450 54.50%
Fish aquatic toxicity + 0.9726 97.26%

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 95.73% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.70% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.79% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.40% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.91% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.60% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.57% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.61% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.12% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 87.72% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.85% 94.00%
CHEMBL1871 P10275 Androgen Receptor 86.23% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.52% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.95% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.48% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.41% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.37% 82.69%

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 162896453
LOTUS LTS0209620
wikiData Q105015732