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(2R,3S,4S)-4-[(1S,3R,6S,7S,8R,11S,12S,15R,16R)-6-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-5-methoxy-2-(2-methylprop-1-enyl)oxolan-3-ol

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 befaea5a-9609-4ca7-add2-1c0dbca94b75
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (2R,3S,4S)-4-[(1S,3R,6S,7S,8R,11S,12S,15R,16R)-6-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-5-methoxy-2-(2-methylprop-1-enyl)oxolan-3-ol
SMILES (Canonical) CC(=CC1C(C(C(O1)OC)C2CCC3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)CO)O)C)C)O)C
SMILES (Isomeric) CC(=C[C@@H]1[C@H]([C@@H](C(O1)OC)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)CC[C@@H]([C@]6(C)CO)O)C)C)O)C
InChI InChI=1S/C31H50O5/c1-18(2)15-20-25(34)24(26(35-6)36-20)19-9-11-29(5)22-8-7-21-27(3,17-32)23(33)10-12-30(21)16-31(22,30)14-13-28(19,29)4/h15,19-26,32-34H,7-14,16-17H2,1-6H3/t19-,20-,21+,22+,23+,24+,25-,26?,27-,28-,29+,30-,31+/m1/s1
InChI Key DWKDMVIZYFYDSF-KLHXVEFVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H50O5
Molecular Weight 502.70 g/mol
Exact Mass 502.36582469 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.07
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S)-4-[(1S,3R,6S,7S,8R,11S,12S,15R,16R)-6-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-5-methoxy-2-(2-methylprop-1-enyl)oxolan-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9624 96.24%
Caco-2 - 0.6861 68.61%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6677 66.77%
OATP2B1 inhibitior - 0.5716 57.16%
OATP1B1 inhibitior + 0.8916 89.16%
OATP1B3 inhibitior + 0.9437 94.37%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior + 0.5907 59.07%
P-glycoprotein inhibitior - 0.4836 48.36%
P-glycoprotein substrate - 0.6912 69.12%
CYP3A4 substrate + 0.6931 69.31%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8117 81.17%
CYP3A4 inhibition - 0.6213 62.13%
CYP2C9 inhibition - 0.5229 52.29%
CYP2C19 inhibition - 0.7908 79.08%
CYP2D6 inhibition - 0.9217 92.17%
CYP1A2 inhibition - 0.8314 83.14%
CYP2C8 inhibition + 0.5778 57.78%
CYP inhibitory promiscuity - 0.6667 66.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6102 61.02%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9219 92.19%
Skin irritation - 0.6493 64.93%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7300 73.00%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8760 87.60%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6108 61.08%
Acute Oral Toxicity (c) I 0.4986 49.86%
Estrogen receptor binding + 0.6909 69.09%
Androgen receptor binding + 0.7823 78.23%
Thyroid receptor binding + 0.5658 56.58%
Glucocorticoid receptor binding + 0.6517 65.17%
Aromatase binding + 0.7212 72.12%
PPAR gamma + 0.6452 64.52%
Honey bee toxicity - 0.6530 65.30%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9590 95.90%

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 94.97% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.73% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 94.66% 96.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.86% 97.25%
CHEMBL204 P00734 Thrombin 91.08% 96.01%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.67% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.34% 95.58%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.11% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.60% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.19% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.32% 96.61%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.91% 97.47%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.15% 95.50%
CHEMBL233 P35372 Mu opioid receptor 85.75% 97.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.20% 92.94%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.92% 90.24%
CHEMBL2581 P07339 Cathepsin D 84.57% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.40% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 84.29% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.31% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.05% 86.33%
CHEMBL2664 P23526 Adenosylhomocysteinase 82.40% 86.67%
CHEMBL3983 P33981 Dual specificity protein kinase TTK 81.99% 98.99%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.06% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 80.59% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 80.48% 97.79%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.06% 100.00%

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.
Thalictrum squarrosum

Cross-Links

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PubChem 101826488
LOTUS LTS0188897
wikiData Q104990583