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(2S,4S,6R)-4,6-dihydroxy-6-[(5S,7R,10R,13S,14S,17R)-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-methylheptanoic 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 105f31f2-8d08-4e35-ae24-49b393e97626
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,4S,6R)-4,6-dihydroxy-6-[(5S,7R,10R,13S,14S,17R)-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-methylheptanoic acid
SMILES (Canonical) CC(CC(CC(C)(C1CC(=O)C2(C1(CC(=O)C3=C2C(CC4C3(CCC(=O)C4(C)C)C)O)C)C)O)O)C(=O)O
SMILES (Isomeric) C[C@@H](C[C@@H](C[C@](C)([C@@H]1CC(=O)[C@]2([C@]1(CC(=O)C3=C2[C@@H](C[C@H]4[C@]3(CCC(=O)C4(C)C)C)O)C)C)O)O)C(=O)O
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/h15-17,19-20,31-32,38H,8-14H2,1-7H3,(H,36,37)/t15-,16-,17+,19+,20+,27+,28-,29+,30+/m0/s1
InChI Key XMBMRJGNNOUNJL-SXNHSFLKSA-N
Popularity 0 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 1.20
Atomic LogP (AlogP) 3.25
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4S,6R)-4,6-dihydroxy-6-[(5S,7R,10R,13S,14S,17R)-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-methylheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9878 98.78%
Caco-2 - 0.6636 66.36%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8213 82.13%
OATP2B1 inhibitior - 0.5680 56.80%
OATP1B1 inhibitior + 0.8523 85.23%
OATP1B3 inhibitior - 0.4093 40.93%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior - 0.4870 48.70%
P-glycoprotein inhibitior - 0.4423 44.23%
P-glycoprotein substrate + 0.5364 53.64%
CYP3A4 substrate + 0.6666 66.66%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.9116 91.16%
CYP3A4 inhibition - 0.8344 83.44%
CYP2C9 inhibition - 0.8938 89.38%
CYP2C19 inhibition - 0.9318 93.18%
CYP2D6 inhibition - 0.9651 96.51%
CYP1A2 inhibition - 0.9398 93.98%
CYP2C8 inhibition + 0.5205 52.05%
CYP inhibitory promiscuity - 0.8866 88.66%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6862 68.62%
Eye corrosion - 0.9942 99.42%
Eye irritation - 0.9210 92.10%
Skin irritation + 0.6827 68.27%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4598 45.98%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6767 67.67%
skin sensitisation - 0.7572 75.72%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8822 88.22%
Acute Oral Toxicity (c) I 0.8182 81.82%
Estrogen receptor binding + 0.6130 61.30%
Androgen receptor binding + 0.6876 68.76%
Thyroid receptor binding + 0.5932 59.32%
Glucocorticoid receptor binding + 0.7760 77.60%
Aromatase binding + 0.7614 76.14%
PPAR gamma + 0.5784 57.84%
Honey bee toxicity - 0.7308 73.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9968 99.68%

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 97.61% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.11% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.25% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.27% 97.25%
CHEMBL1914 P06276 Butyrylcholinesterase 92.50% 95.00%
CHEMBL2996 Q05655 Protein kinase C delta 90.45% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 90.35% 90.17%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 89.72% 88.84%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.36% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.13% 94.45%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.89% 85.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.14% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.01% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.98% 93.56%
CHEMBL237 P41145 Kappa opioid receptor 84.46% 98.10%
CHEMBL5028 O14672 ADAM10 83.74% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.44% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 83.33% 98.03%
CHEMBL340 P08684 Cytochrome P450 3A4 83.15% 91.19%
CHEMBL4040 P28482 MAP kinase ERK2 82.92% 83.82%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.44% 93.04%
CHEMBL284 P27487 Dipeptidyl peptidase IV 81.82% 95.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.82% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.11% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.85% 96.95%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.60% 92.29%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162953728
LOTUS LTS0074915
wikiData Q105330627