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(2S,3R,4S,5R)-2-[[(1S,2S,3R,7S,9S,12R,14R,17R,18R,19R,21R,22R)-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]tetracos-4-en-9-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 5fc0253d-d283-4661-a36d-81afa54f16ff
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (2S,3R,4S,5R)-2-[[(1S,2S,3R,7S,9S,12R,14R,17R,18R,19R,21R,22R)-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]tetracos-4-en-9-yl]oxy]oxane-3,4,5-triol
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)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=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)O
InChI InChI=1S/C35H54O9/c1-17-14-19-26(30(4,5)40)44-35(43-19)25(17)31(6)12-13-34-16-33(34)11-10-22(42-27-24(38)23(37)18(36)15-41-27)29(2,3)20(33)8-9-21(34)32(31,7)28(35)39/h9,17-20,22-28,36-40H,8,10-16H2,1-7H3/t17-,18-,19-,20-,22+,23+,24-,25-,26-,27+,28+,31-,32-,33-,34+,35+/m1/s1
InChI Key LTVCFOSNIVVOBK-VJRYVSFKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O9
Molecular Weight 618.80 g/mol
Exact Mass 618.37678330 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.04
H-Bond Acceptor 9
H-Bond Donor 5
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,2S,3R,7S,9S,12R,14R,17R,18R,19R,21R,22R)-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]tetracos-4-en-9-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 + 0.9086 90.86%
Caco-2 - 0.8121 81.21%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7561 75.61%
OATP2B1 inhibitior - 0.5844 58.44%
OATP1B1 inhibitior + 0.8469 84.69%
OATP1B3 inhibitior + 0.9300 93.00%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.6848 68.48%
P-glycoprotein inhibitior + 0.6918 69.18%
P-glycoprotein substrate + 0.6098 60.98%
CYP3A4 substrate + 0.7203 72.03%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8316 83.16%
CYP3A4 inhibition - 0.9114 91.14%
CYP2C9 inhibition - 0.7310 73.10%
CYP2C19 inhibition - 0.8711 87.11%
CYP2D6 inhibition - 0.9164 91.64%
CYP1A2 inhibition - 0.8315 83.15%
CYP2C8 inhibition + 0.7852 78.52%
CYP inhibitory promiscuity - 0.9044 90.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5437 54.37%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9222 92.22%
Skin irritation - 0.5784 57.84%
Skin corrosion - 0.9328 93.28%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6860 68.60%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6090 60.90%
skin sensitisation - 0.8588 85.88%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7978 79.78%
Acute Oral Toxicity (c) III 0.4721 47.21%
Estrogen receptor binding - 0.5554 55.54%
Androgen receptor binding + 0.7732 77.32%
Thyroid receptor binding - 0.5170 51.70%
Glucocorticoid receptor binding + 0.6065 60.65%
Aromatase binding + 0.6696 66.96%
PPAR gamma + 0.6314 63.14%
Honey bee toxicity - 0.7084 70.84%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9740 97.40%

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 98.28% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.51% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.29% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.37% 96.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.82% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.82% 97.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.91% 97.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.40% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.37% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.95% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.62% 92.88%
CHEMBL1871 P10275 Androgen Receptor 84.29% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.02% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.57% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.02% 93.04%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.08% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.02% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.80% 94.00%
CHEMBL2581 P07339 Cathepsin D 81.29% 98.95%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.71% 97.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.42% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.13% 91.07%

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 162976752
LOTUS LTS0008983
wikiData Q105157199