20B-hydroxyursolic acid

Details

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Internal ID fdbe5f81-69cc-4250-8b0d-cb9402decd7b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1C2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1(C)O)C(=O)O)C)C)(C)C)O)C
SMILES (Isomeric) CC1C2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1(C)O)C(=O)O)C)C)(C)C)O)C
InChI InChI=1S/C30H48O4/c1-18-23-19-8-9-21-26(4)12-11-22(31)25(2,3)20(26)10-13-28(21,6)27(19,5)14-16-30(23,24(32)33)17-15-29(18,7)34/h8,18,20-23,31,34H,9-17H2,1-7H3,(H,32,33)
InChI Key URJPXMKINYSFCX-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.20
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 20B-hydroxyursolic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 + 0.5252 52.52%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8681 86.81%
OATP2B1 inhibitior - 0.5765 57.65%
OATP1B1 inhibitior + 0.9220 92.20%
OATP1B3 inhibitior - 0.2902 29.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5321 53.21%
BSEP inhibitior + 0.7983 79.83%
P-glycoprotein inhibitior - 0.8903 89.03%
P-glycoprotein substrate - 0.7948 79.48%
CYP3A4 substrate + 0.6639 66.39%
CYP2C9 substrate - 0.8151 81.51%
CYP2D6 substrate - 0.8662 86.62%
CYP3A4 inhibition - 0.8601 86.01%
CYP2C9 inhibition - 0.9259 92.59%
CYP2C19 inhibition - 0.9444 94.44%
CYP2D6 inhibition - 0.9518 95.18%
CYP1A2 inhibition - 0.9034 90.34%
CYP2C8 inhibition - 0.5979 59.79%
CYP inhibitory promiscuity - 0.9328 93.28%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6729 67.29%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9367 93.67%
Skin irritation + 0.6556 65.56%
Skin corrosion - 0.9634 96.34%
Ames mutagenesis - 0.9070 90.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5246 52.46%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.5084 50.84%
skin sensitisation + 0.5237 52.37%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7503 75.03%
Acute Oral Toxicity (c) III 0.8579 85.79%
Estrogen receptor binding + 0.7525 75.25%
Androgen receptor binding + 0.7036 70.36%
Thyroid receptor binding + 0.6456 64.56%
Glucocorticoid receptor binding + 0.8193 81.93%
Aromatase binding + 0.6717 67.17%
PPAR gamma + 0.5702 57.02%
Honey bee toxicity - 0.8730 87.30%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9964 99.64%

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
CHEMBL221 P23219 Cyclooxygenase-1 93.16% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.38% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.46% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.99% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.12% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.36% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.01% 93.00%
CHEMBL2581 P07339 Cathepsin D 83.92% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 83.55% 91.19%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.58% 85.30%

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.
Sambucus nigra

Cross-Links

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PubChem 73021944
LOTUS LTS0179103
wikiData Q105277804