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2-[(1S,2S,3R,7S,9S,12R,14R,17R,18R,19R,21R,22S)-2-hydroxy-3,8,8,17,19-pentamethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracos-4-en-22-yl]propan-2-yl acetate

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 66da8e4f-74a7-4256-8db8-6fbb9c2efb3f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name 2-[(1S,2S,3R,7S,9S,12R,14R,17R,18R,19R,21R,22S)-2-hydroxy-3,8,8,17,19-pentamethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracos-4-en-22-yl]propan-2-yl acetate
SMILES (Canonical) CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CC=C6C4(C3O)C)(C)C)OC8C(C(C(CO8)O)O)O)C)O2)C(C)(C)OC(=O)C
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=C6[C@@]4([C@@H]3O)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)C)O2)C(C)(C)OC(=O)C
InChI InChI=1S/C37H56O10/c1-18-15-21-28(32(5,6)45-19(2)38)47-37(46-21)27(18)33(7)13-14-36-17-35(36)12-11-24(44-29-26(41)25(40)20(39)16-43-29)31(3,4)22(35)9-10-23(36)34(33,8)30(37)42/h10,18,20-22,24-30,39-42H,9,11-17H2,1-8H3/t18-,20-,21-,22-,24+,25+,26-,27-,28+,29+,30+,33-,34-,35-,36+,37+/m1/s1
InChI Key OZEXWSOYHYUSFA-BHYVIWJCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H56O10
Molecular Weight 660.80 g/mol
Exact Mass 660.38734798 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.61
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(1S,2S,3R,7S,9S,12R,14R,17R,18R,19R,21R,22S)-2-hydroxy-3,8,8,17,19-pentamethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracos-4-en-22-yl]propan-2-yl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9367 93.67%
Caco-2 - 0.8449 84.49%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8239 82.39%
OATP2B1 inhibitior - 0.8648 86.48%
OATP1B1 inhibitior + 0.8333 83.33%
OATP1B3 inhibitior + 0.9221 92.21%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.5769 57.69%
P-glycoprotein inhibitior + 0.7659 76.59%
P-glycoprotein substrate + 0.6351 63.51%
CYP3A4 substrate + 0.7309 73.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8754 87.54%
CYP3A4 inhibition - 0.8866 88.66%
CYP2C9 inhibition - 0.7215 72.15%
CYP2C19 inhibition - 0.8824 88.24%
CYP2D6 inhibition - 0.9203 92.03%
CYP1A2 inhibition - 0.8404 84.04%
CYP2C8 inhibition + 0.7624 76.24%
CYP inhibitory promiscuity - 0.9228 92.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5452 54.52%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9181 91.81%
Skin irritation - 0.5356 53.56%
Skin corrosion - 0.9312 93.12%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6985 69.85%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8592 85.92%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7510 75.10%
Acute Oral Toxicity (c) III 0.5205 52.05%
Estrogen receptor binding + 0.5550 55.50%
Androgen receptor binding + 0.7770 77.70%
Thyroid receptor binding - 0.5227 52.27%
Glucocorticoid receptor binding + 0.6828 68.28%
Aromatase binding + 0.7204 72.04%
PPAR gamma + 0.6755 67.55%
Honey bee toxicity - 0.6726 67.26%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9817 98.17%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.42% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.32% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.90% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.75% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.56% 96.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.98% 96.77%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.09% 97.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.76% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.12% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.49% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.30% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.02% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 86.46% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.46% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.31% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.46% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.37% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.93% 92.88%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.89% 93.04%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.12% 95.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.78% 91.24%
CHEMBL5028 O14672 ADAM10 81.58% 97.50%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.14% 89.34%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.09% 99.23%

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 simplex

Cross-Links

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PubChem 163080943
LOTUS LTS0065093
wikiData Q105203732