[(1S,2R,3R,4aS,6aS,6bR,8aR,12aR,14bS)-1,2-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl] acetate

Details

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Internal ID 87cd9b7c-db66-4476-99d0-a0fe6516f2d2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1S,2R,3R,4aS,6aS,6bR,8aR,12aR,14bS)-1,2-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C(C2(C(C1(C)C)CCC3(C2=CC=C4C3(CCC5(C4CC(CC5)(C)C)C)C)C)C)O)O
SMILES (Isomeric) CC(=O)O[C@H]1[C@@H]([C@H]([C@]2([C@H](C1(C)C)CC[C@@]3(C2=CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C)C)C)C)O)O
InChI InChI=1S/C32H50O4/c1-19(33)36-26-24(34)25(35)32(9)22(28(26,4)5)12-13-31(8)23(32)11-10-20-21-18-27(2,3)14-15-29(21,6)16-17-30(20,31)7/h10-11,21-22,24-26,34-35H,12-18H2,1-9H3/t21-,22-,24+,25+,26-,29+,30+,31+,32-/m0/s1
InChI Key GFBKCMWKFKJJAQ-IJVUUCQASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H50O4
Molecular Weight 498.70 g/mol
Exact Mass 498.37091007 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 7.50
Atomic LogP (AlogP) 6.60
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 [(1S,2R,3R,4aS,6aS,6bR,8aR,12aR,14bS)-1,2-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9812 98.12%
Caco-2 - 0.6065 60.65%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8158 81.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8860 88.60%
OATP1B3 inhibitior + 0.8045 80.45%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6257 62.57%
P-glycoprotein inhibitior + 0.5761 57.61%
P-glycoprotein substrate - 0.7154 71.54%
CYP3A4 substrate + 0.6794 67.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8696 86.96%
CYP3A4 inhibition - 0.8886 88.86%
CYP2C9 inhibition - 0.7257 72.57%
CYP2C19 inhibition - 0.7889 78.89%
CYP2D6 inhibition - 0.9239 92.39%
CYP1A2 inhibition - 0.5192 51.92%
CYP2C8 inhibition - 0.6716 67.16%
CYP inhibitory promiscuity - 0.8882 88.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9467 94.67%
Skin irritation + 0.5253 52.53%
Skin corrosion - 0.9574 95.74%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4264 42.64%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6539 65.39%
skin sensitisation - 0.6091 60.91%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.4766 47.66%
Acute Oral Toxicity (c) III 0.5101 51.01%
Estrogen receptor binding + 0.7298 72.98%
Androgen receptor binding + 0.7192 71.92%
Thyroid receptor binding + 0.6428 64.28%
Glucocorticoid receptor binding + 0.7451 74.51%
Aromatase binding + 0.7478 74.78%
PPAR gamma + 0.5847 58.47%
Honey bee toxicity - 0.7477 74.77%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.40% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.98% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.21% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.80% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.67% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.53% 97.21%
CHEMBL221 P23219 Cyclooxygenase-1 87.12% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 86.22% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.41% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.12% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.54% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.46% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.51% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.68% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.45% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.63% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.11% 95.56%

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.
Salvia kronenburgii

Cross-Links

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PubChem 21594132
LOTUS LTS0123319
wikiData Q105007469