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Uncarinic Acid C

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 4b2616dc-f834-4ff2-a9b3-7a65bd78f324
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[(E)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-enyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H56O6/c1-24-14-19-39(35(44)45)20-21-40(23-27(41)10-8-26-9-12-29(42)30(22-26)46-7)28(34(39)25(24)2)11-13-32-37(5)17-16-33(43)36(3,4)31(37)15-18-38(32,40)6/h8-12,22,24-25,31-34,42-43H,13-21,23H2,1-7H3,(H,44,45)/b10-8+/t24-,25+,31+,32-,33+,34+,37+,38-,39+,40+/m1/s1
InChI Key CEDIUSJLGQLBRO-ARAGGUTRSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O6
Molecular Weight 632.90 g/mol
Exact Mass 632.40768950 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 8.20
Atomic LogP (AlogP) 8.46
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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(1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-((E)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-enyl)-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
(1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[(E)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-enyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
RefChem:193054
277751-59-4
CHEMBL446274
SCHEMBL29623093
BDBM50269154
3-beta-hydroxy-27-(E)-feruloyloxyurs-12-en-28-oic acid

2D Structure

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2D Structure of Uncarinic Acid C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9944 99.44%
Caco-2 - 0.8006 80.06%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8466 84.66%
OATP2B1 inhibitior - 0.5714 57.14%
OATP1B1 inhibitior + 0.8796 87.96%
OATP1B3 inhibitior - 0.4067 40.67%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9882 98.82%
P-glycoprotein inhibitior + 0.7645 76.45%
P-glycoprotein substrate + 0.5184 51.84%
CYP3A4 substrate + 0.7116 71.16%
CYP2C9 substrate - 0.8047 80.47%
CYP2D6 substrate - 0.8584 85.84%
CYP3A4 inhibition - 0.6086 60.86%
CYP2C9 inhibition - 0.6147 61.47%
CYP2C19 inhibition - 0.5875 58.75%
CYP2D6 inhibition - 0.8957 89.57%
CYP1A2 inhibition + 0.5973 59.73%
CYP2C8 inhibition + 0.8303 83.03%
CYP inhibitory promiscuity - 0.8153 81.53%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Non-required 0.7065 70.65%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9331 93.31%
Skin irritation - 0.6128 61.28%
Skin corrosion - 0.9582 95.82%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6972 69.72%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5976 59.76%
skin sensitisation - 0.8039 80.39%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9656 96.56%
Acute Oral Toxicity (c) III 0.4985 49.85%
Estrogen receptor binding + 0.7935 79.35%
Androgen receptor binding + 0.7969 79.69%
Thyroid receptor binding + 0.5631 56.31%
Glucocorticoid receptor binding + 0.8316 83.16%
Aromatase binding + 0.7023 70.23%
PPAR gamma + 0.6992 69.92%
Honey bee toxicity - 0.7037 70.37%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3964 P19174 Phospholipase C-gamma-1 14300 nM
 IC50
 via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.25% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.36% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.41% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.09% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.81% 95.17%
CHEMBL221 P23219 Cyclooxygenase-1 93.66% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.29% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.77% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.33% 89.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.90% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.39% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.87% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 86.24% 91.19%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.32% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.87% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.58% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.13% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.28% 85.30%
CHEMBL2581 P07339 Cathepsin D 80.73% 98.95%
CHEMBL3194 P02766 Transthyretin 80.65% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.20% 92.62%
CHEMBL5028 O14672 ADAM10 80.07% 97.50%

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.
Uncaria rhynchophylla

Cross-Links

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PubChem 44583694
NPASS NPC473579
ChEMBL CHEMBL446274
LOTUS LTS0029982
wikiData Q104400174