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(2R)-2-[(3S,5R,7R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-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 e246331e-a876-4d9b-953e-8d9d41ecf0f5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R)-2-[(3S,5R,7R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoic acid
SMILES (Canonical) CC(=CCCC(C1CCC2(C1(CCC3=C2C(CC4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(=O)O)C
SMILES (Isomeric) CC(=CCC[C@H]([C@H]1CC[C@@]2([C@@]1(CCC3=C2[C@@H](C[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(=O)O)C
InChI InChI=1S/C36H58O9/c1-19(2)9-8-10-20(31(42)43)21-11-16-36(7)27-22(12-15-35(21,36)6)34(5)14-13-26(38)33(3,4)25(34)17-23(27)44-32-30(41)29(40)28(39)24(18-37)45-32/h9,20-21,23-26,28-30,32,37-41H,8,10-18H2,1-7H3,(H,42,43)/t20-,21-,23-,24-,25+,26+,28-,29+,30-,32-,34-,35-,36+/m1/s1
InChI Key CDBVMUNFRJLBSP-ZGZZODILSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O9
Molecular Weight 634.80 g/mol
Exact Mass 634.40808342 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.34
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(3S,5R,7R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-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 + 0.9026 90.26%
Caco-2 - 0.8027 80.27%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8474 84.74%
OATP2B1 inhibitior - 0.7142 71.42%
OATP1B1 inhibitior + 0.7716 77.16%
OATP1B3 inhibitior - 0.2724 27.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6568 65.68%
BSEP inhibitior + 0.8247 82.47%
P-glycoprotein inhibitior + 0.7107 71.07%
P-glycoprotein substrate - 0.6540 65.40%
CYP3A4 substrate + 0.7041 70.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8752 87.52%
CYP2C9 inhibition - 0.8084 80.84%
CYP2C19 inhibition - 0.9022 90.22%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.8266 82.66%
CYP2C8 inhibition + 0.5794 57.94%
CYP inhibitory promiscuity - 0.9107 91.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6947 69.47%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9213 92.13%
Skin irritation + 0.5185 51.85%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.7307 73.07%
Human Ether-a-go-go-Related Gene inhibition + 0.7064 70.64%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6744 67.44%
skin sensitisation - 0.9059 90.59%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.7495 74.95%
Androgen receptor binding + 0.7624 76.24%
Thyroid receptor binding - 0.5098 50.98%
Glucocorticoid receptor binding + 0.6609 66.09%
Aromatase binding + 0.7022 70.22%
PPAR gamma + 0.6464 64.64%
Honey bee toxicity - 0.6510 65.10%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7055 70.55%
Fish aquatic toxicity + 0.9645 96.45%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.68% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.30% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.69% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.26% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.98% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.86% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.77% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.46% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.46% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.43% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.87% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.85% 91.24%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.84% 94.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.19% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.89% 95.56%
CHEMBL5028 O14672 ADAM10 81.87% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.87% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.68% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.38% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 81.05% 92.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.40% 93.00%

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 21580964
LOTUS LTS0005233
wikiData Q104954191