PlantaeDB Logo
Login Sign-up

(2R,6R)-6-[(5R,7S,10S,13R,14R,17R)-7-hydroxy-4,4,10,13-tetramethyl-3,11,15-trioxo-2,5,6,7,12,14,16,17-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

Top
Internal ID b30c7949-c376-4d9f-a719-4b3c177ff6f4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,6R)-6-[(5R,7S,10S,13R,14R,17R)-7-hydroxy-4,4,10,13-tetramethyl-3,11,15-trioxo-2,5,6,7,12,14,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid
SMILES (Canonical) CC(CC(=O)CC(C)C(=O)O)C1CC(=O)C2C1(CC(=O)C3=C2C(CC4C3(CCC(=O)C4(C)C)C)O)C
SMILES (Isomeric) C[C@H](CC(=O)C[C@@H](C)C(=O)O)[C@H]1CC(=O)[C@@H]2[C@@]1(CC(=O)C3=C2[C@H](C[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)O)C
InChI InChI=1S/C29H40O7/c1-14(9-16(30)10-15(2)26(35)36)17-11-19(32)24-23-18(31)12-21-27(3,4)22(34)7-8-28(21,5)25(23)20(33)13-29(17,24)6/h14-15,17-18,21,24,31H,7-13H2,1-6H3,(H,35,36)/t14-,15-,17-,18+,21+,24+,28+,29-/m1/s1
InChI Key XOGXJZJBJDUENN-DGQVCSGISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C29H40O7
Molecular Weight 500.60 g/mol
Exact Mass 500.27740361 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9958 99.58%
Caco-2 - 0.6827 68.27%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8682 86.82%
OATP2B1 inhibitior - 0.7096 70.96%
OATP1B1 inhibitior + 0.8753 87.53%
OATP1B3 inhibitior - 0.2738 27.38%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6532 65.32%
BSEP inhibitior + 0.7946 79.46%
P-glycoprotein inhibitior + 0.6028 60.28%
P-glycoprotein substrate - 0.5378 53.78%
CYP3A4 substrate + 0.6615 66.15%
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 - 0.5968 59.68%
CYP inhibitory promiscuity - 0.9231 92.31%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6951 69.51%
Eye corrosion - 0.9955 99.55%
Eye irritation - 0.9313 93.13%
Skin irritation + 0.6542 65.42%
Skin corrosion - 0.9586 95.86%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5089 50.89%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.6190 61.90%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7944 79.44%
Acute Oral Toxicity (c) III 0.4449 44.49%
Estrogen receptor binding + 0.6992 69.92%
Androgen receptor binding + 0.6979 69.79%
Thyroid receptor binding + 0.6134 61.34%
Glucocorticoid receptor binding + 0.7919 79.19%
Aromatase binding + 0.7127 71.27%
PPAR gamma + 0.5682 56.82%
Honey bee toxicity - 0.7807 78.07%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

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 97.59% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.45% 90.17%
CHEMBL2581 P07339 Cathepsin D 95.32% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.27% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.18% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.76% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.22% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.25% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.62% 99.23%
CHEMBL4040 P28482 MAP kinase ERK2 85.30% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 84.69% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.67% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.63% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.06% 91.07%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.99% 90.71%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.80% 93.04%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 81.47% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.38% 86.33%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.03% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.96% 96.77%
CHEMBL5028 O14672 ADAM10 80.74% 97.50%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 80.34% 88.84%

Plants that contains it

Top
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

Top
PubChem 163033923
LOTUS LTS0148507
wikiData Q105337744