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6-(7-Hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[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 debaecb5-29bb-4f3d-b862-31d23ff8d0ef
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 6-(7-hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[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(=O)C4(C)C)C)O)C)C
SMILES (Isomeric) CC(CC(=O)CC(C)C(=O)O)C1CC(=O)C2(C1(CC(=O)C3=C2C(CC4C3(CCC(=O)C4(C)C)C)O)C)C
InChI InChI=1S/C30H42O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h15-16,18-19,21,32H,8-14H2,1-7H3,(H,36,37)
InChI Key YTVGSCZIHGRVAV-UHFFFAOYSA-N
Popularity 14 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O7
Molecular Weight 514.60 g/mol
Exact Mass 514.29305367 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 4.34
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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7-Hydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid
SCHEMBL29372051
FG74205
DB-057574
7-Hydroxy-3,11,15,23-tetraoxo-(7beta,25R)-Lanost-8-en-26-oic acid
7beta-Hydroxy-3,11,15,23-tetraoxo-5alpha-lanost-8-en-26-oic acid
6-(7-hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl)-2-methyl-4-oxo-heptanoic acid

2D Structure

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2D Structure of 6-(7-Hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[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 + 0.9958 99.58%
Caco-2 - 0.6593 65.93%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8682 86.82%
OATP2B1 inhibitior - 0.7105 71.05%
OATP1B1 inhibitior + 0.8662 86.62%
OATP1B3 inhibitior - 0.2738 27.38%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6532 65.32%
BSEP inhibitior + 0.7280 72.80%
P-glycoprotein inhibitior + 0.6284 62.84%
P-glycoprotein substrate - 0.5662 56.62%
CYP3A4 substrate + 0.6440 64.40%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.8399 83.99%
CYP2C9 inhibition - 0.9390 93.90%
CYP2C19 inhibition - 0.9786 97.86%
CYP2D6 inhibition - 0.9661 96.61%
CYP1A2 inhibition - 0.9735 97.35%
CYP2C8 inhibition + 0.4535 45.35%
CYP inhibitory promiscuity - 0.9231 92.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6951 69.51%
Eye corrosion - 0.9955 99.55%
Eye irritation - 0.9237 92.37%
Skin irritation + 0.6542 65.42%
Skin corrosion - 0.9586 95.86%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4462 44.62%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.6190 61.90%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8566 85.66%
Acute Oral Toxicity (c) III 0.4449 44.49%
Estrogen receptor binding + 0.6468 64.68%
Androgen receptor binding + 0.6879 68.79%
Thyroid receptor binding + 0.6466 64.66%
Glucocorticoid receptor binding + 0.8130 81.30%
Aromatase binding + 0.7793 77.93%
PPAR gamma + 0.6279 62.79%
Honey bee toxicity - 0.7199 71.99%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1825 P01375 TNF-alpha 18.6 nM
 Kd
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL221 P23219 Cyclooxygenase-1 98.45% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.51% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.97% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.21% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.71% 94.45%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 87.96% 88.84%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.59% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.23% 99.23%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.38% 85.30%
CHEMBL340 P08684 Cytochrome P450 3A4 84.73% 91.19%
CHEMBL1914 P06276 Butyrylcholinesterase 83.96% 95.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.42% 90.71%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.46% 95.17%
CHEMBL2996 Q05655 Protein kinase C delta 82.00% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.71% 97.09%
CHEMBL5028 O14672 ADAM10 81.65% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.09% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.91% 94.75%
CHEMBL299 P17252 Protein kinase C alpha 80.44% 98.03%

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 14109405
LOTUS LTS0222559
wikiData Q104202074