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(2R,6S)-6-[(3S,5R,7S,10S,13R,14R,17S)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-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 360ce806-fa29-4548-b7a6-f451f168dbb0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,6S)-6-[(3S,5R,7S,10S,13R,14R,17S)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-4-oxoheptanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H44O8/c1-15(25(36)37)10-16(31)13-29(6,38)20-12-22(35)30(7)24-17(32)11-19-26(2,3)21(34)8-9-27(19,4)23(24)18(33)14-28(20,30)5/h15,17,19-21,32,34,38H,8-14H2,1-7H3,(H,36,37)/t15-,17+,19+,20+,21+,27+,28-,29+,30+/m1/s1
InChI Key ZWMMEKXOLCCKLA-CXAVGXMMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O8
Molecular Weight 532.70 g/mol
Exact Mass 532.30361836 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 3.25
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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98665-20-4

2D Structure

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2D Structure of (2R,6S)-6-[(3S,5R,7S,10S,13R,14R,17S)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-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 + 0.9936 99.36%
Caco-2 - 0.6972 69.72%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8564 85.64%
OATP2B1 inhibitior - 0.5662 56.62%
OATP1B1 inhibitior + 0.8791 87.91%
OATP1B3 inhibitior - 0.3456 34.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6282 62.82%
BSEP inhibitior + 0.7424 74.24%
P-glycoprotein inhibitior - 0.4439 44.39%
P-glycoprotein substrate - 0.5319 53.19%
CYP3A4 substrate + 0.6724 67.24%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.9116 91.16%
CYP3A4 inhibition - 0.8299 82.99%
CYP2C9 inhibition - 0.9157 91.57%
CYP2C19 inhibition - 0.9370 93.70%
CYP2D6 inhibition - 0.9702 97.02%
CYP1A2 inhibition - 0.9332 93.32%
CYP2C8 inhibition + 0.5116 51.16%
CYP inhibitory promiscuity - 0.9125 91.25%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6523 65.23%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9210 92.10%
Skin irritation + 0.7213 72.13%
Skin corrosion - 0.9460 94.60%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4235 42.35%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6318 63.18%
skin sensitisation - 0.7284 72.84%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7606 76.06%
Acute Oral Toxicity (c) I 0.8549 85.49%
Estrogen receptor binding + 0.6072 60.72%
Androgen receptor binding + 0.6783 67.83%
Thyroid receptor binding + 0.5957 59.57%
Glucocorticoid receptor binding + 0.7479 74.79%
Aromatase binding + 0.7082 70.82%
PPAR gamma + 0.6220 62.20%
Honey bee toxicity - 0.7685 76.85%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9975 99.75%

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 96.59% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 96.40% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.24% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.93% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.55% 96.09%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 93.94% 88.84%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.51% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 92.13% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 87.80% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.72% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.03% 85.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.95% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.55% 99.23%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 85.19% 95.00%
CHEMBL237 P41145 Kappa opioid receptor 84.53% 98.10%
CHEMBL236 P41143 Delta opioid receptor 84.06% 99.35%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.78% 82.69%
CHEMBL5028 O14672 ADAM10 82.96% 97.50%
CHEMBL299 P17252 Protein kinase C alpha 82.86% 98.03%
CHEMBL340 P08684 Cytochrome P450 3A4 82.77% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.71% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.02% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.86% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.50% 93.04%

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 124928705
LOTUS LTS0030092
wikiData Q105385035