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(6R)-2-methyl-6-[(5R,10S,13R,14R,17R)-4,4,10-trimethyl-3,7-dioxo-2,5,6,11,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-2-enoic 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 ce474798-ab4b-4722-88be-c14b5ede72a8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (6R)-2-methyl-6-[(5R,10S,13R,14R,17R)-4,4,10-trimethyl-3,7-dioxo-2,5,6,11,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-2-enoic acid
SMILES (Canonical) CC(CCC=C(C)C(=O)O)C1CCC2C1CCC3=C2C(=O)CC4C3(CCC(=O)C4(C)C)C
SMILES (Isomeric) C[C@H](CCC=C(C)C(=O)O)[C@H]1CC[C@@H]2[C@@H]1CCC3=C2C(=O)C[C@@H]4[C@@]3(CCC(=O)C4(C)C)C
InChI InChI=1S/C28H40O4/c1-16(7-6-8-17(2)26(31)32)18-9-10-20-19(18)11-12-21-25(20)22(29)15-23-27(3,4)24(30)13-14-28(21,23)5/h8,16,18-20,23H,6-7,9-15H2,1-5H3,(H,31,32)/t16-,18-,19-,20-,23+,28-/m1/s1
InChI Key QIYPKRHGDIQKEC-WWQYYNNASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H40O4
Molecular Weight 440.60 g/mol
Exact Mass 440.29265975 g/mol
Topological Polar Surface Area (TPSA) 71.40 Ų
XlogP 5.40
Atomic LogP (AlogP) 6.15
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R)-2-methyl-6-[(5R,10S,13R,14R,17R)-4,4,10-trimethyl-3,7-dioxo-2,5,6,11,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 - 0.5572 55.72%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8534 85.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7740 77.40%
OATP1B3 inhibitior - 0.3097 30.97%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8830 88.30%
P-glycoprotein inhibitior + 0.7111 71.11%
P-glycoprotein substrate - 0.6811 68.11%
CYP3A4 substrate + 0.6322 63.22%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.9114 91.14%
CYP3A4 inhibition - 0.8305 83.05%
CYP2C9 inhibition - 0.9307 93.07%
CYP2C19 inhibition - 0.9548 95.48%
CYP2D6 inhibition - 0.9550 95.50%
CYP1A2 inhibition - 0.8447 84.47%
CYP2C8 inhibition - 0.6111 61.11%
CYP inhibitory promiscuity - 0.8769 87.69%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6887 68.87%
Eye corrosion - 0.9956 99.56%
Eye irritation - 0.9466 94.66%
Skin irritation + 0.7298 72.98%
Skin corrosion - 0.9542 95.42%
Ames mutagenesis - 0.6045 60.45%
Human Ether-a-go-go-Related Gene inhibition - 0.4391 43.91%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6197 61.97%
skin sensitisation - 0.6440 64.40%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6118 61.18%
Acute Oral Toxicity (c) III 0.8448 84.48%
Estrogen receptor binding + 0.8189 81.89%
Androgen receptor binding + 0.7357 73.57%
Thyroid receptor binding + 0.5653 56.53%
Glucocorticoid receptor binding + 0.8309 83.09%
Aromatase binding + 0.6469 64.69%
PPAR gamma + 0.7022 70.22%
Honey bee toxicity - 0.8544 85.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
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
CHEMBL2581 P07339 Cathepsin D 96.14% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.05% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.41% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.32% 93.00%
CHEMBL221 P23219 Cyclooxygenase-1 90.01% 90.17%
CHEMBL1914 P06276 Butyrylcholinesterase 89.17% 95.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.96% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 88.88% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.11% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.98% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 86.60% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.19% 99.23%
CHEMBL284 P27487 Dipeptidyl peptidase IV 85.32% 95.69%
CHEMBL1902 P62942 FK506-binding protein 1A 85.19% 97.05%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.82% 97.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.55% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.25% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.63% 90.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.98% 100.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.78% 98.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.39% 91.24%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.35% 93.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.10% 90.71%

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 163057134
LOTUS LTS0077878
wikiData Q105222480