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Regelinol

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 c93449be-8011-4417-ba0d-4984b4223a1a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (1R,2R,4S,4aR,6aR,6aS,6bR,8aR,9R,12aR,14bS)-4-hydroxy-9-(hydroxymethyl)-1,4a,6a,6b,9,12a-hexamethyl-10-oxo-1,2,3,4,5,6,6a,7,8,8a,11,12,13,14b-tetradecahydropicene-2-carboxylate
SMILES (Canonical) CC1C(CC(C2(C1C3=CCC4C5(CCC(=O)C(C5CCC4(C3(CC2)C)C)(C)CO)C)C)O)C(=O)OC
SMILES (Isomeric) C[C@H]1[C@@H](C[C@@H]([C@]2([C@@H]1C3=CC[C@@H]4[C@]5(CCC(=O)[C@@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)CO)C)C)O)C(=O)OC
InChI InChI=1S/C31H48O5/c1-18-19(26(35)36-7)16-24(34)28(3)14-15-30(5)20(25(18)28)8-9-22-27(2)12-11-23(33)29(4,17-32)21(27)10-13-31(22,30)6/h8,18-19,21-22,24-25,32,34H,9-17H2,1-7H3/t18-,19+,21+,22+,24-,25-,27-,28-,29-,30+,31+/m0/s1
InChI Key SRYDLKHOJXZMCJ-FLUPYHDASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H48O5
Molecular Weight 500.70 g/mol
Exact Mass 500.35017463 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.33
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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109974-22-3
METHYL (1R,2R,4S,4AR,6AS,6BR,8AR,9R,12AR,12BR,14BS)-4-HYDROXY-9-(HYDROXYMETHYL)-1,4A,6A,6B,9,12A-HEXAMETHYL-10-OXO-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-ICOSAHYDROPICENE-2-CARBOXYLATE
methyl (1R,2R,4S,4aR,6aR,6aS,6bR,8aR,9R,12aR,14bS)-4-hydroxy-9-(hydroxymethyl)-1,4a,6a,6b,9,12a-hexamethyl-10-oxo-1,2,3,4,5,6,6a,7,8,8a,11,12,13,14b-tetradecahydropicene-2-carboxylate
DTXSID60911421
AKOS040747366
Methyl 22,23-dihydroxy-3-oxours-12-en-30-oate
Methyl 3-oxo-22,23-dihydroxyurs-12-en-30-oic acid
Urs-12-en-30-oic acid, 22,23-dihydroxy-3-oxo-, methyl ester, (4alpha,22alpha)-

2D Structure

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2D Structure of Regelinol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9879 98.79%
Caco-2 - 0.5743 57.43%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8865 88.65%
OATP2B1 inhibitior - 0.7100 71.00%
OATP1B1 inhibitior + 0.8821 88.21%
OATP1B3 inhibitior - 0.2217 22.17%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.8442 84.42%
P-glycoprotein inhibitior - 0.5382 53.82%
P-glycoprotein substrate - 0.5494 54.94%
CYP3A4 substrate + 0.7076 70.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8567 85.67%
CYP3A4 inhibition - 0.6485 64.85%
CYP2C9 inhibition - 0.8696 86.96%
CYP2C19 inhibition - 0.9037 90.37%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.7611 76.11%
CYP2C8 inhibition + 0.6178 61.78%
CYP inhibitory promiscuity - 0.9249 92.49%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7001 70.01%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9399 93.99%
Skin irritation + 0.4920 49.20%
Skin corrosion - 0.9670 96.70%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3768 37.68%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9149 91.49%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7116 71.16%
Acute Oral Toxicity (c) III 0.6412 64.12%
Estrogen receptor binding + 0.6705 67.05%
Androgen receptor binding + 0.7578 75.78%
Thyroid receptor binding + 0.6018 60.18%
Glucocorticoid receptor binding + 0.8029 80.29%
Aromatase binding + 0.7197 71.97%
PPAR gamma + 0.5800 58.00%
Honey bee toxicity - 0.8024 80.24%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9851 98.51%

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 97.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.44% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.85% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.08% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.98% 82.69%
CHEMBL4072 P07858 Cathepsin B 88.80% 93.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.33% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.69% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.79% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 84.60% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.84% 96.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.67% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.35% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.71% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.84% 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.
Tripterygium regelii

Cross-Links

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PubChem 163809
NPASS NPC209543
LOTUS LTS0122870
wikiData Q82881550