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Retigeric Acid B

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 f9c5d609-140b-4bf7-8763-2d1d5eecc992
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,3aR,5aR,5bR,7aR,8S,9R,10R,11aR,13aS,13bR)-9,10-dihydroxy-3a,5a,8,13a-tetramethyl-3-propan-2-yl-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysene-8,11a-dicarboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H46O6/c1-16(2)17-7-9-21-26(17,3)13-14-27(4)18-8-10-22-29(6,24(33)34)23(32)20(31)15-30(22,25(35)36)19(18)11-12-28(21,27)5/h11,16-18,20-23,31-32H,7-10,12-15H2,1-6H3,(H,33,34)(H,35,36)/t17-,18+,20-,21-,22+,23+,26-,27-,28+,29+,30+/m1/s1
InChI Key XVMVGCGRZAZPIF-QOYIRNJZSA-N
Popularity 12 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O6
Molecular Weight 502.70 g/mol
Exact Mass 502.32943918 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.13
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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5M66ARA2BR
38327-77-4
(3R,3aR,5aR,5bR,7aR,8S,9R,10R,11aR,13aS,13bR)-9,10-Dihydroxy-3a,5a,8,13a-tetramethyl-3-(propan-2-yl)-1,2,3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,13,13a,13b-octadecahydro-11ah-cyclopenta(a)chrysene-8,11a-dicarboxylic acid
(3R,3aR,5aR,5bR,7aR,8S,9R,10R,11aR,13aS,13bR)-9,10-Dihydroxy-3a,5a,8,13a-tetramethyl-3-(propan-2-yl)-1,2,3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,13,13a,13b-octadecahydro-11aH-cyclopenta[a]chrysene-8,11a-dicarboxylic acid
UNII-5M66ARA2BR
CHEMBL1629725
DTXSID001336062
Q15424781
(2.ALPHA.,3.BETA.,4.ALPHA.,8.ALPHA.,13.ALPHA.,14.BETA.,17.ALPHA.,18.BETA.)-2,3-DIHYDROXY-13,17-DIMETHYL-A-NEO-26,28-DINORGAMMACER-9(11)-ENE-23,25-DIOIC ACID
(2alpha,3beta,4alpha,8alpha,13alpha,14beta,17alpha,18beta)-2,3-Dihydroxy-13,17-dimethyl-a-neo-26,28-dinorgammacer-9(11)-ene-23,25-dioic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Retigeric Acid B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9760 97.60%
Caco-2 - 0.6962 69.62%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8293 82.93%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.8868 88.68%
OATP1B3 inhibitior - 0.3752 37.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6603 66.03%
BSEP inhibitior - 0.5499 54.99%
P-glycoprotein inhibitior - 0.6409 64.09%
P-glycoprotein substrate - 0.5865 58.65%
CYP3A4 substrate + 0.6351 63.51%
CYP2C9 substrate - 0.8262 82.62%
CYP2D6 substrate - 0.8539 85.39%
CYP3A4 inhibition - 0.8830 88.30%
CYP2C9 inhibition - 0.8347 83.47%
CYP2C19 inhibition - 0.8619 86.19%
CYP2D6 inhibition - 0.9580 95.80%
CYP1A2 inhibition - 0.8900 89.00%
CYP2C8 inhibition - 0.7164 71.64%
CYP inhibitory promiscuity - 0.9676 96.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6475 64.75%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9391 93.91%
Skin irritation + 0.6563 65.63%
Skin corrosion - 0.9305 93.05%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5136 51.36%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.7637 76.37%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8695 86.95%
Acute Oral Toxicity (c) I 0.6872 68.72%
Estrogen receptor binding + 0.7459 74.59%
Androgen receptor binding + 0.7321 73.21%
Thyroid receptor binding + 0.5624 56.24%
Glucocorticoid receptor binding + 0.7784 77.84%
Aromatase binding + 0.6898 68.98%
PPAR gamma + 0.5822 58.22%
Honey bee toxicity - 0.8620 86.20%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9959 99.59%

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 97.41% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.38% 96.38%
CHEMBL221 P23219 Cyclooxygenase-1 95.91% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.15% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.59% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.51% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.17% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 87.37% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.74% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.38% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.92% 96.61%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.85% 85.31%
CHEMBL2581 P07339 Cathepsin D 83.61% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.26% 97.09%
CHEMBL5028 O14672 ADAM10 82.01% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.83% 94.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.68% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.61% 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.
There are no matching plants.

Cross-Links

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PubChem 53319374
LOTUS LTS0139972
wikiData Q15424781