(1R,2S,6S,11S,14S,15R,18R,20S)-20-hydroxy-8,8,14,15,19,19-hexamethyl-3-oxo-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid

Details

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Internal ID 23724f69-9243-4efe-b6f6-a9193069195d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2S,6S,11S,14S,15R,18R,20S)-20-hydroxy-8,8,14,15,19,19-hexamethyl-3-oxo-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CC(=O)C4C3(CCC5C46CCC(C5(C)C)(OC6)O)C)C2C1)C)C(=O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]4([C@H]1C(=O)C=C5[C@]2(CC[C@@]6([C@H]5CC(CC6)(C)C)C(=O)O)C)CC[C@@](C3(C)C)(OC4)O
InChI InChI=1S/C30H44O5/c1-24(2)9-11-28(23(32)33)12-10-26(5)18(19(28)16-24)15-20(31)22-27(26,6)8-7-21-25(3,4)30(34)14-13-29(21,22)17-35-30/h15,19,21-22,34H,7-14,16-17H2,1-6H3,(H,32,33)/t19-,21-,22-,26+,27+,28-,29+,30-/m0/s1
InChI Key UPHDODQKLUJLMT-JYTGQAOBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O5
Molecular Weight 484.70 g/mol
Exact Mass 484.31887450 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.75
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,6S,11S,14S,15R,18R,20S)-20-hydroxy-8,8,14,15,19,19-hexamethyl-3-oxo-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-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 + 0.9803 98.03%
Caco-2 - 0.5188 51.88%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.9058 90.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3348 33.48%
OATP1B3 inhibitior + 0.8810 88.10%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior + 0.5317 53.17%
BSEP inhibitior + 0.9679 96.79%
P-glycoprotein inhibitior - 0.5978 59.78%
P-glycoprotein substrate - 0.6666 66.66%
CYP3A4 substrate + 0.6465 64.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.7055 70.55%
CYP2C9 inhibition - 0.9063 90.63%
CYP2C19 inhibition - 0.9427 94.27%
CYP2D6 inhibition - 0.9392 93.92%
CYP1A2 inhibition - 0.8220 82.20%
CYP2C8 inhibition - 0.5648 56.48%
CYP inhibitory promiscuity - 0.9615 96.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6640 66.40%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9149 91.49%
Skin irritation + 0.4908 49.08%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis - 0.7837 78.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5107 51.07%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7566 75.66%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.6432 64.32%
Acute Oral Toxicity (c) III 0.6867 68.67%
Estrogen receptor binding + 0.8281 82.81%
Androgen receptor binding + 0.7226 72.26%
Thyroid receptor binding + 0.6265 62.65%
Glucocorticoid receptor binding + 0.8383 83.83%
Aromatase binding + 0.7493 74.93%
PPAR gamma + 0.6337 63.37%
Honey bee toxicity - 0.8863 88.63%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9887 98.87%

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 96.81% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.68% 94.45%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 95.45% 94.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.70% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.54% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.21% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.91% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.84% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.28% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.12% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.86% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.23% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.34% 89.00%

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.
Lantana camara

Cross-Links

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PubChem 102473741
LOTUS LTS0192961
wikiData Q105276803