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(2R)-2-[(3R,5R,10S,13R,14R,17R)-3-[(3R)-3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl]oxy-4,4,10,13,14-pentamethyl-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 098fe1ee-e8f9-4f41-ba46-4bd873ceeda9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R)-2-[(3R,5R,10S,13R,14R,17R)-3-[(3R)-3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl]oxy-4,4,10,13,14-pentamethyl-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=C2CCC4C3(CCC(C4(C)C)OC(=O)CC(C)(CC(=O)OC)O)C)C)C)C(=O)O)C
SMILES (Isomeric) CC(=CCC[C@H]([C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)OC(=O)C[C@@](C)(CC(=O)OC)O)C)C)C)C(=O)O)C
InChI InChI=1S/C37H58O7/c1-23(2)11-10-12-24(32(40)41)25-15-19-37(8)27-13-14-28-33(3,4)29(44-31(39)22-34(5,42)21-30(38)43-9)17-18-35(28,6)26(27)16-20-36(25,37)7/h11,24-25,28-29,42H,10,12-22H2,1-9H3,(H,40,41)/t24-,25-,28+,29-,34-,35-,36-,37+/m1/s1
InChI Key SMFKZHQECCGQOH-IRMJVDCHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H58O7
Molecular Weight 614.90 g/mol
Exact Mass 614.41825418 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 7.80
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(3R,5R,10S,13R,14R,17R)-3-[(3R)-3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl]oxy-4,4,10,13,14-pentamethyl-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 + 0.9933 99.33%
Caco-2 - 0.7723 77.23%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8636 86.36%
OATP2B1 inhibitior - 0.5690 56.90%
OATP1B1 inhibitior - 0.3982 39.82%
OATP1B3 inhibitior - 0.3990 39.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.9832 98.32%
P-glycoprotein inhibitior + 0.7895 78.95%
P-glycoprotein substrate + 0.5095 50.95%
CYP3A4 substrate + 0.7178 71.78%
CYP2C9 substrate - 0.6181 61.81%
CYP2D6 substrate - 0.8892 88.92%
CYP3A4 inhibition - 0.8043 80.43%
CYP2C9 inhibition - 0.7624 76.24%
CYP2C19 inhibition - 0.8701 87.01%
CYP2D6 inhibition - 0.9613 96.13%
CYP1A2 inhibition - 0.8268 82.68%
CYP2C8 inhibition + 0.6463 64.63%
CYP inhibitory promiscuity - 0.8767 87.67%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6685 66.85%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9208 92.08%
Skin irritation + 0.5891 58.91%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5476 54.76%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6341 63.41%
skin sensitisation - 0.8085 80.85%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.7122 71.22%
Acute Oral Toxicity (c) I 0.5731 57.31%
Estrogen receptor binding + 0.7538 75.38%
Androgen receptor binding + 0.7712 77.12%
Thyroid receptor binding + 0.5769 57.69%
Glucocorticoid receptor binding + 0.8203 82.03%
Aromatase binding + 0.7811 78.11%
PPAR gamma + 0.6479 64.79%
Honey bee toxicity - 0.6780 67.80%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9956 99.56%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.43% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.42% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.33% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.74% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.44% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.58% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 89.69% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.44% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.65% 94.33%
CHEMBL5028 O14672 ADAM10 88.31% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 87.80% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.67% 92.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.03% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.60% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.58% 97.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.19% 94.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.76% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.75% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.47% 96.90%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.23% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.94% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.44% 89.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.79% 97.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.69% 93.00%
CHEMBL233 P35372 Mu opioid receptor 80.05% 97.93%

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 162980827
LOTUS LTS0239478
wikiData Q105255885