(1R,2R,5S,8R,9R,10R,12R,16R,17S,18S,21S)-16-hydroxy-18-(3-hydroxyprop-1-en-2-yl)-1,2,17-trimethyl-14-oxo-8-prop-1-en-2-yl-13-oxapentacyclo[10.8.1.02,10.05,9.017,21]henicosane-5-carboxylic acid

Details

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Internal ID de8d4409-9573-49dd-9068-fc8c31d7bf9a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2R,5S,8R,9R,10R,12R,16R,17S,18S,21S)-16-hydroxy-18-(3-hydroxyprop-1-en-2-yl)-1,2,17-trimethyl-14-oxo-8-prop-1-en-2-yl-13-oxapentacyclo[10.8.1.02,10.05,9.017,21]henicosane-5-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CC4C5C(C3(CC2)C)(CCC(C5(C(CC(=O)O4)O)C)C(=C)CO)C)C(=O)O
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3C[C@@H]4[C@H]5[C@]([C@@]3(CC2)C)(CC[C@H]([C@@]5([C@@H](CC(=O)O4)O)C)C(=C)CO)C)C(=O)O
InChI InChI=1S/C30H44O6/c1-16(2)18-7-10-30(26(34)35)12-11-27(4)20(24(18)30)13-21-25-28(27,5)9-8-19(17(3)15-31)29(25,6)22(32)14-23(33)36-21/h18-22,24-25,31-32H,1,3,7-15H2,2,4-6H3,(H,34,35)/t18-,19-,20+,21+,22+,24+,25-,27+,28+,29+,30-/m0/s1
InChI Key UCJXVFRGIUDXAB-YQIBJACNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O6
Molecular Weight 500.70 g/mol
Exact Mass 500.31378912 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.74
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 (1R,2R,5S,8R,9R,10R,12R,16R,17S,18S,21S)-16-hydroxy-18-(3-hydroxyprop-1-en-2-yl)-1,2,17-trimethyl-14-oxo-8-prop-1-en-2-yl-13-oxapentacyclo[10.8.1.02,10.05,9.017,21]henicosane-5-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9758 97.58%
Caco-2 - 0.6673 66.73%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7106 71.06%
OATP2B1 inhibitior - 0.7128 71.28%
OATP1B1 inhibitior + 0.8142 81.42%
OATP1B3 inhibitior + 0.9318 93.18%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5155 51.55%
BSEP inhibitior + 0.6189 61.89%
P-glycoprotein inhibitior - 0.5602 56.02%
P-glycoprotein substrate + 0.5907 59.07%
CYP3A4 substrate + 0.6806 68.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8646 86.46%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8337 83.37%
CYP2C19 inhibition - 0.9122 91.22%
CYP2D6 inhibition - 0.9600 96.00%
CYP1A2 inhibition - 0.8302 83.02%
CYP2C8 inhibition + 0.6482 64.82%
CYP inhibitory promiscuity - 0.9330 93.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6321 63.21%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9255 92.55%
Skin irritation + 0.6106 61.06%
Skin corrosion - 0.9420 94.20%
Ames mutagenesis - 0.6734 67.34%
Human Ether-a-go-go-Related Gene inhibition - 0.4194 41.94%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5349 53.49%
skin sensitisation - 0.8959 89.59%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.7211 72.11%
Acute Oral Toxicity (c) III 0.4364 43.64%
Estrogen receptor binding + 0.6821 68.21%
Androgen receptor binding + 0.7652 76.52%
Thyroid receptor binding - 0.4928 49.28%
Glucocorticoid receptor binding + 0.7361 73.61%
Aromatase binding + 0.7417 74.17%
PPAR gamma + 0.5253 52.53%
Honey bee toxicity - 0.7564 75.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9927 99.27%

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
CHEMBL2996 Q05655 Protein kinase C delta 93.98% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.71% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.91% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.57% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.28% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.40% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.39% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.05% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.97% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 85.18% 91.19%
CHEMBL2581 P07339 Cathepsin D 84.62% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.81% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.74% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.71% 90.71%

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.
Eleutherococcus divaricatus

Cross-Links

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PubChem 10601478
LOTUS LTS0023713
wikiData Q105269956