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(3S)-5-[[(2R,3R,5R,10S,12S,13R,14S,17R)-2,12-dihydroxy-4,4,10,13,14-pentamethyl-17-[(2R,5R)-1,5,6-trihydroxy-6-methylheptan-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-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 f6d65af9-47ee-49c9-be4c-afdf0858a931
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S)-5-[[(2R,3R,5R,10S,12S,13R,14S,17R)-2,12-dihydroxy-4,4,10,13,14-pentamethyl-17-[(2R,5R)-1,5,6-trihydroxy-6-methylheptan-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical) CC1(C2CCC3=C(C2(CC(C1OC(=O)CC(C)(CC(=O)O)O)O)C)CC(C4(C3(CCC4C(CCC(C(C)(C)O)O)CO)C)C)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]([C@]1([C@H](CC3=C2CC[C@@H]4[C@@]3(C[C@H]([C@@H](C4(C)C)OC(=O)C[C@](C)(CC(=O)O)O)O)C)O)C)[C@@H](CC[C@H](C(C)(C)O)O)CO
InChI InChI=1S/C36H60O10/c1-31(2)25-11-10-22-23(34(25,6)16-24(38)30(31)46-29(43)18-33(5,45)17-28(41)42)15-27(40)36(8)21(13-14-35(22,36)7)20(19-37)9-12-26(39)32(3,4)44/h20-21,24-27,30,37-40,44-45H,9-19H2,1-8H3,(H,41,42)/t20-,21+,24+,25-,26+,27-,30-,33-,34+,35-,36-/m0/s1
InChI Key MMDIZKAAMZRKRJ-KKGPIOPUSA-N
Popularity 1 reference 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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There are no found synonyms.

2D Structure

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2D Structure of (3S)-5-[[(2R,3R,5R,10S,12S,13R,14S,17R)-2,12-dihydroxy-4,4,10,13,14-pentamethyl-17-[(2R,5R)-1,5,6-trihydroxy-6-methylheptan-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-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 - 0.8194 81.94%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8908 89.08%
OATP2B1 inhibitior - 0.5694 56.94%
OATP1B1 inhibitior + 0.8384 83.84%
OATP1B3 inhibitior - 0.2964 29.64%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6350 63.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7171 71.71%
P-glycoprotein substrate + 0.6787 67.87%
CYP3A4 substrate + 0.7096 70.96%
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 + 0.5505 55.05%
CYP inhibitory promiscuity - 0.9245 92.45%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7324 73.24%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9191 91.91%
Skin irritation + 0.5769 57.69%
Skin corrosion - 0.9525 95.25%
Ames mutagenesis - 0.6637 66.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5467 54.67%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6451 64.51%
skin sensitisation - 0.9192 91.92%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6822 68.22%
Acute Oral Toxicity (c) III 0.7080 70.80%
Estrogen receptor binding + 0.7357 73.57%
Androgen receptor binding + 0.7372 73.72%
Thyroid receptor binding - 0.4917 49.17%
Glucocorticoid receptor binding + 0.7227 72.27%
Aromatase binding + 0.7408 74.08%
PPAR gamma + 0.6324 63.24%
Honey bee toxicity - 0.6995 69.95%
Biodegradation - 0.7500 75.00%
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 98.75% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.06% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.45% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.69% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.15% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.12% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.34% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.56% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 86.31% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.40% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.92% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.72% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.52% 95.89%
CHEMBL233 P35372 Mu opioid receptor 83.78% 97.93%
CHEMBL5028 O14672 ADAM10 83.74% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 83.44% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 83.02% 97.79%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.36% 96.47%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.07% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.67% 98.75%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.29% 80.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.13% 95.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.56% 89.05%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.15% 94.33%

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 71712371
LOTUS LTS0241861
wikiData Q105167603