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(1S,2S,4S,5R,6S,9S,10R,11R,14R,15S,17R,18R,23R)-17-hydroxy-10-(hydroxymethyl)-6,10,14,15,21,21-hexamethyl-9-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-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 3568a367-700c-4439-875d-782f25f94267
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2S,4S,5R,6S,9S,10R,11R,14R,15S,17R,18R,23R)-17-hydroxy-10-(hydroxymethyl)-6,10,14,15,21,21-hexamethyl-9-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one
SMILES (Canonical) CC1(CCC23C(C1)C4(C5C(O5)C6C7(CCC(C(C7CCC6(C4(CC2O)C)C)(C)CO)OC8C(C(C(CO8)O)O)O)C)OC3=O)C
SMILES (Isomeric) C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2[C@H]4[C@H](O4)[C@@]56[C@]3(C[C@H]([C@@]7([C@H]5CC(CC7)(C)C)C(=O)O6)O)C)C)(C)CO)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O
InChI InChI=1S/C35H54O10/c1-29(2)11-12-34-19(13-29)35(45-28(34)41)26-24(44-26)25-30(3)9-8-21(43-27-23(40)22(39)17(37)15-42-27)31(4,16-36)18(30)7-10-32(25,5)33(35,6)14-20(34)38/h17-27,36-40H,7-16H2,1-6H3/t17-,18+,19+,20+,21-,22-,23+,24-,25+,26-,27-,30-,31-,32+,33-,34+,35+/m0/s1
InChI Key KPDWRBIMRAFVNS-HPJLPVERSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H54O10
Molecular Weight 634.80 g/mol
Exact Mass 634.37169792 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 10
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 (1S,2S,4S,5R,6S,9S,10R,11R,14R,15S,17R,18R,23R)-17-hydroxy-10-(hydroxymethyl)-6,10,14,15,21,21-hexamethyl-9-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6515 65.15%
Caco-2 - 0.8463 84.63%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7001 70.01%
OATP2B1 inhibitior - 0.5808 58.08%
OATP1B1 inhibitior + 0.8537 85.37%
OATP1B3 inhibitior + 0.9334 93.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7209 72.09%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7293 72.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8600 86.00%
CYP3A4 inhibition - 0.8584 85.84%
CYP2C9 inhibition - 0.7716 77.16%
CYP2C19 inhibition - 0.8197 81.97%
CYP2D6 inhibition - 0.9383 93.83%
CYP1A2 inhibition - 0.8872 88.72%
CYP2C8 inhibition + 0.5745 57.45%
CYP inhibitory promiscuity - 0.9657 96.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6553 65.53%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9163 91.63%
Skin irritation - 0.6874 68.74%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7080 70.80%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6298 62.98%
skin sensitisation - 0.8979 89.79%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.6853 68.53%
Acute Oral Toxicity (c) I 0.6180 61.80%
Estrogen receptor binding + 0.5631 56.31%
Androgen receptor binding + 0.7492 74.92%
Thyroid receptor binding - 0.6034 60.34%
Glucocorticoid receptor binding + 0.5980 59.80%
Aromatase binding + 0.6668 66.68%
PPAR gamma + 0.6475 64.75%
Honey bee toxicity - 0.7593 75.93%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 0.8796 87.96%

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 93.19% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.12% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.50% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.81% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.52% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.08% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.46% 82.69%
CHEMBL2581 P07339 Cathepsin D 85.20% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.16% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.15% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.14% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.96% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.95% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.78% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.37% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.29% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.03% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.88% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.11% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.99% 96.77%
CHEMBL1871 P10275 Androgen Receptor 81.54% 96.43%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.06% 92.78%

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.
Caulophyllum thalictroides

Cross-Links

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PubChem 45270110
LOTUS LTS0152828
wikiData Q105144135