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(6R)-6-[(5R,10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methylhept-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 bf798efd-273f-4125-830c-f0e0e7721975
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (6R)-6-[(5R,10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H44O4/c1-18(9-8-10-19(2)26(33)34)22-17-25(32)30(7)21-11-12-23-27(3,4)24(31)14-15-28(23,5)20(21)13-16-29(22,30)6/h10-11,13,18,22-23,25,32H,8-9,12,14-17H2,1-7H3,(H,33,34)/t18-,22-,23+,25+,28-,29-,30-/m1/s1
InChI Key SNZQBBATMLGADX-QGPJMSCKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O4
Molecular Weight 468.70 g/mol
Exact Mass 468.32395988 g/mol
Topological Polar Surface Area (TPSA) 74.60 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.50
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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(6R)-6-[(5R,10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid

2D Structure

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2D Structure of (6R)-6-[(5R,10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methylhept-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 + 0.9908 99.08%
Caco-2 + 0.5367 53.67%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8468 84.68%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.8204 82.04%
OATP1B3 inhibitior - 0.2126 21.26%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9474 94.74%
P-glycoprotein inhibitior + 0.6255 62.55%
P-glycoprotein substrate - 0.5402 54.02%
CYP3A4 substrate + 0.6611 66.11%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.8201 82.01%
CYP2C9 inhibition - 0.9431 94.31%
CYP2C19 inhibition - 0.9722 97.22%
CYP2D6 inhibition - 0.9518 95.18%
CYP1A2 inhibition - 0.9305 93.05%
CYP2C8 inhibition - 0.5666 56.66%
CYP inhibitory promiscuity - 0.8725 87.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6881 68.81%
Eye corrosion - 0.9958 99.58%
Eye irritation - 0.9527 95.27%
Skin irritation + 0.7614 76.14%
Skin corrosion - 0.9525 95.25%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4816 48.16%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6156 61.56%
skin sensitisation - 0.6560 65.60%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8549 85.49%
Acute Oral Toxicity (c) III 0.7302 73.02%
Estrogen receptor binding + 0.7030 70.30%
Androgen receptor binding + 0.7027 70.27%
Thyroid receptor binding + 0.7205 72.05%
Glucocorticoid receptor binding + 0.8330 83.30%
Aromatase binding + 0.7742 77.42%
PPAR gamma + 0.6372 63.72%
Honey bee toxicity - 0.8025 80.25%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9974 99.74%

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 96.08% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.39% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.42% 91.11%
CHEMBL1914 P06276 Butyrylcholinesterase 93.42% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.38% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.75% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 90.30% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.22% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.24% 93.56%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.78% 85.30%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.74% 93.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.65% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 86.44% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 85.54% 94.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.32% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.32% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.20% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.18% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.43% 95.50%
CHEMBL284 P27487 Dipeptidyl peptidase IV 84.07% 95.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.29% 86.33%

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 139584401
LOTUS LTS0269308
wikiData Q77368402