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5-[[3,12-dihydroxy-4,4,10,13,14-pentamethyl-17-(1,5,6-trihydroxy-6-methylheptan-2-yl)-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic 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 0ad0061c-816e-4848-b46b-cd9f0677dd16
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 5-[[3,12-dihydroxy-4,4,10,13,14-pentamethyl-17-(1,5,6-trihydroxy-6-methylheptan-2-yl)-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical) CC1(C2CCC3=C(C2(CC(C1O)OC(=O)CC(C)(CC(=O)O)O)C)CC(C4(C3(CCC4C(CCC(C(C)(C)O)O)CO)C)C)O)C
SMILES (Isomeric) CC1(C2CCC3=C(C2(CC(C1O)OC(=O)CC(C)(CC(=O)O)O)C)CC(C4(C3(CCC4C(CCC(C(C)(C)O)O)CO)C)C)O)C
InChI InChI=1S/C36H60O10/c1-31(2)25-11-10-22-23(34(25,6)16-24(30(31)43)46-29(42)18-33(5,45)17-28(40)41)15-27(39)36(8)21(13-14-35(22,36)7)20(19-37)9-12-26(38)32(3,4)44/h20-21,24-27,30,37-39,43-45H,9-19H2,1-8H3,(H,40,41)
InChI Key FLXWNHMMKNTKDN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H60O10
Molecular Weight 652.90 g/mol
Exact Mass 652.41864811 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.73
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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AKOS040738812

2D Structure

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2D Structure of 5-[[3,12-dihydroxy-4,4,10,13,14-pentamethyl-17-(1,5,6-trihydroxy-6-methylheptan-2-yl)-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9652 96.52%
Caco-2 - 0.8330 83.30%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8908 89.08%
OATP2B1 inhibitior - 0.5697 56.97%
OATP1B1 inhibitior + 0.8315 83.15%
OATP1B3 inhibitior - 0.2964 29.64%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6350 63.50%
BSEP inhibitior + 0.6301 63.01%
P-glycoprotein inhibitior + 0.7167 71.67%
P-glycoprotein substrate + 0.6360 63.60%
CYP3A4 substrate + 0.7117 71.17%
CYP2C9 substrate - 0.8129 81.29%
CYP2D6 substrate - 0.8803 88.03%
CYP3A4 inhibition - 0.8743 87.43%
CYP2C9 inhibition - 0.7414 74.14%
CYP2C19 inhibition - 0.9153 91.53%
CYP2D6 inhibition - 0.9486 94.86%
CYP1A2 inhibition - 0.9043 90.43%
CYP2C8 inhibition + 0.5648 56.48%
CYP inhibitory promiscuity - 0.9245 92.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7324 73.24%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9147 91.47%
Skin irritation + 0.5769 57.69%
Skin corrosion - 0.9525 95.25%
Ames mutagenesis - 0.6337 63.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5726 57.26%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6321 63.21%
skin sensitisation - 0.9192 91.92%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.5875 58.75%
Acute Oral Toxicity (c) III 0.7080 70.80%
Estrogen receptor binding + 0.6662 66.62%
Androgen receptor binding + 0.7415 74.15%
Thyroid receptor binding - 0.5196 51.96%
Glucocorticoid receptor binding + 0.6875 68.75%
Aromatase binding + 0.7132 71.32%
PPAR gamma + 0.6353 63.53%
Honey bee toxicity - 0.7095 70.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9924 99.24%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.53% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.82% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.41% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.33% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 92.94% 90.17%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 92.21% 94.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.71% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.08% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.09% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.64% 100.00%
CHEMBL5028 O14672 ADAM10 85.45% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.30% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.27% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.76% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.65% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.14% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.89% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 81.43% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.36% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.30% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.81% 96.90%

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 45782953
LOTUS LTS0114410
wikiData Q104166521