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

Details

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Internal ID 63be4567-8fbd-48dd-9c5f-8f96b0dc26d2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3R,4aR,6aR,6bS,8aR,11R,12S,12aR,14R,14aR,14bS)-2,14-dihydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] acetate
SMILES (Canonical) CC1CCC2(CCC3(C(=CC(C4C3(CCC5C4(CC(C(C5(C)C)OC(=O)C)O)C)C)O)C2C1C)C)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=C[C@H]([C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)OC(=O)C)O)C)C)O)[C@@H]2[C@H]1C)C)C
InChI InChI=1S/C32H52O4/c1-18-10-12-29(6)14-15-31(8)21(25(29)19(18)2)16-22(34)26-30(7)17-23(35)27(36-20(3)33)28(4,5)24(30)11-13-32(26,31)9/h16,18-19,22-27,34-35H,10-15,17H2,1-9H3/t18-,19+,22-,23-,24+,25+,26-,27+,29-,30+,31-,32-/m1/s1
InChI Key PZPIRMRNOGDOEM-NDMDUDSESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O4
Molecular Weight 500.80 g/mol
Exact Mass 500.38656014 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 7.50
Atomic LogP (AlogP) 6.54
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 [(2R,3R,4aR,6aR,6bS,8aR,11R,12S,12aR,14R,14aR,14bS)-2,14-dihydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-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 + 0.9907 99.07%
Caco-2 - 0.6051 60.51%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8451 84.51%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.8024 80.24%
OATP1B3 inhibitior + 0.8759 87.59%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5549 55.49%
P-glycoprotein inhibitior - 0.4752 47.52%
P-glycoprotein substrate - 0.6569 65.69%
CYP3A4 substrate + 0.7037 70.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.8414 84.14%
CYP2C9 inhibition - 0.8774 87.74%
CYP2C19 inhibition - 0.8904 89.04%
CYP2D6 inhibition - 0.9247 92.47%
CYP1A2 inhibition - 0.7707 77.07%
CYP2C8 inhibition + 0.5123 51.23%
CYP inhibitory promiscuity - 0.9148 91.48%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.6599 65.99%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9400 94.00%
Skin irritation + 0.6592 65.92%
Skin corrosion - 0.9630 96.30%
Ames mutagenesis - 0.7623 76.23%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.6181 61.81%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.4935 49.35%
Acute Oral Toxicity (c) III 0.6556 65.56%
Estrogen receptor binding + 0.6724 67.24%
Androgen receptor binding + 0.7296 72.96%
Thyroid receptor binding + 0.5333 53.33%
Glucocorticoid receptor binding + 0.7061 70.61%
Aromatase binding + 0.6965 69.65%
PPAR gamma + 0.5249 52.49%
Honey bee toxicity - 0.7272 72.72%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9948 99.48%

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 97.42% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.90% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.51% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.19% 82.69%
CHEMBL2581 P07339 Cathepsin D 89.29% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 87.45% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.30% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.88% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.60% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.36% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.43% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.19% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 81.91% 91.19%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.91% 85.30%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.76% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.12% 93.00%

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.
Salvia kronenburgii

Cross-Links

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PubChem 163070397
LOTUS LTS0064461
wikiData Q105217060