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(2R,6R)-6-[(3S,5R,7S,10S,13R,14R,17R)-3-acetyloxy-7-hydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid

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 8457f7f3-f27a-4bf7-8f8e-a16ab8bdd2b4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,6R)-6-[(3S,5R,7S,10S,13R,14R,17R)-3-acetyloxy-7-hydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid
SMILES (Canonical) CC(CC(=O)CC(C)C(=O)O)C1CC(=O)C2(C1(CC(=O)C3=C2C(CC4C3(CCC(C4(C)C)OC(=O)C)C)O)C)C
SMILES (Isomeric) C[C@H](CC(=O)C[C@@H](C)C(=O)O)[C@H]1CC(=O)[C@@]2([C@@]1(CC(=O)C3=C2[C@H](C[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)O)C)C
InChI InChI=1S/C32H46O8/c1-16(11-19(34)12-17(2)28(38)39)20-13-24(37)32(8)27-21(35)14-23-29(4,5)25(40-18(3)33)9-10-30(23,6)26(27)22(36)15-31(20,32)7/h16-17,20-21,23,25,35H,9-15H2,1-8H3,(H,38,39)/t16-,17-,20-,21+,23+,25+,30+,31-,32+/m1/s1
InChI Key AKGNVAXELNDUHN-YSWYGVHRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H46O8
Molecular Weight 558.70 g/mol
Exact Mass 558.31926842 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 4.70
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,6R)-6-[(3S,5R,7S,10S,13R,14R,17R)-3-acetyloxy-7-hydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9959 99.59%
Caco-2 - 0.7840 78.40%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8820 88.20%
OATP2B1 inhibitior - 0.5699 56.99%
OATP1B1 inhibitior + 0.8325 83.25%
OATP1B3 inhibitior - 0.3725 37.25%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior + 0.8148 81.48%
P-glycoprotein inhibitior + 0.7341 73.41%
P-glycoprotein substrate - 0.5357 53.57%
CYP3A4 substrate + 0.6804 68.04%
CYP2C9 substrate - 0.7791 77.91%
CYP2D6 substrate - 0.9072 90.72%
CYP3A4 inhibition - 0.7999 79.99%
CYP2C9 inhibition - 0.8734 87.34%
CYP2C19 inhibition - 0.9581 95.81%
CYP2D6 inhibition - 0.9605 96.05%
CYP1A2 inhibition - 0.9565 95.65%
CYP2C8 inhibition + 0.5317 53.17%
CYP inhibitory promiscuity - 0.8840 88.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6903 69.03%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9192 91.92%
Skin irritation + 0.6114 61.14%
Skin corrosion - 0.9628 96.28%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4117 41.17%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.6920 69.20%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6651 66.51%
Acute Oral Toxicity (c) III 0.4593 45.93%
Estrogen receptor binding + 0.6699 66.99%
Androgen receptor binding + 0.7041 70.41%
Thyroid receptor binding + 0.5452 54.52%
Glucocorticoid receptor binding + 0.7801 78.01%
Aromatase binding + 0.7704 77.04%
PPAR gamma + 0.6453 64.53%
Honey bee toxicity - 0.6536 65.36%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
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
CHEMBL221 P23219 Cyclooxygenase-1 98.01% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.72% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.62% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.37% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.83% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 91.71% 97.79%
CHEMBL4040 P28482 MAP kinase ERK2 90.14% 83.82%
CHEMBL1937 Q92769 Histone deacetylase 2 89.77% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 89.08% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.54% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.49% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.79% 97.09%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 83.87% 88.84%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.79% 95.56%
CHEMBL5028 O14672 ADAM10 82.46% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.46% 82.69%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.27% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.95% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.64% 85.30%

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 162847942
LOTUS LTS0252197
wikiData Q104913638