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3-[[(3R,5R,8R,9R,10R,12R,13R,14R,17S)-12-acetyloxy-17-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic 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 b4282fd5-b5ae-4336-a5f0-ee920a206701
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 3-[[(3R,5R,8R,9R,10R,12R,13R,14R,17S)-12-acetyloxy-17-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid
SMILES (Canonical) CC(=O)OC1CC2C3(CCC(C(C3CCC2(C4(C1C(CC4)C(C)(CC=CC(C)(C)O)O)C)C)(C)C)OC(=O)CC(=O)O)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@]3(CC[C@H](C([C@@H]3CC[C@]2([C@]4([C@H]1[C@H](CC4)[C@](C)(C/C=C/C(C)(C)O)O)C)C)(C)C)OC(=O)CC(=O)O)C
InChI InChI=1S/C35H56O8/c1-21(36)42-23-19-25-32(6)16-13-26(43-28(39)20-27(37)38)31(4,5)24(32)12-18-33(25,7)34(8)17-11-22(29(23)34)35(9,41)15-10-14-30(2,3)40/h10,14,22-26,29,40-41H,11-13,15-20H2,1-9H3,(H,37,38)/b14-10+/t22-,23+,24-,25+,26+,29-,32-,33+,34+,35-/m0/s1
InChI Key YYZGCFAOJNBCNR-NDWLBAEDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H56O8
Molecular Weight 604.80 g/mol
Exact Mass 604.39751874 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 6.40
Atomic LogP (AlogP) 6.07
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(3R,5R,8R,9R,10R,12R,13R,14R,17S)-12-acetyloxy-17-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9895 98.95%
Caco-2 - 0.7965 79.65%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8381 83.81%
OATP2B1 inhibitior - 0.5720 57.20%
OATP1B1 inhibitior + 0.8003 80.03%
OATP1B3 inhibitior - 0.2602 26.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9089 90.89%
P-glycoprotein inhibitior + 0.7836 78.36%
P-glycoprotein substrate - 0.5468 54.68%
CYP3A4 substrate + 0.7258 72.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8912 89.12%
CYP3A4 inhibition - 0.7565 75.65%
CYP2C9 inhibition - 0.8846 88.46%
CYP2C19 inhibition - 0.8632 86.32%
CYP2D6 inhibition - 0.9766 97.66%
CYP1A2 inhibition - 0.8828 88.28%
CYP2C8 inhibition + 0.6329 63.29%
CYP inhibitory promiscuity - 0.9248 92.48%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6940 69.40%
Eye corrosion - 0.9942 99.42%
Eye irritation - 0.9193 91.93%
Skin irritation + 0.6317 63.17%
Skin corrosion - 0.9472 94.72%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7170 71.70%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7409 74.09%
skin sensitisation - 0.8247 82.47%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.7402 74.02%
Acute Oral Toxicity (c) I 0.7009 70.09%
Estrogen receptor binding + 0.7152 71.52%
Androgen receptor binding + 0.6902 69.02%
Thyroid receptor binding + 0.5344 53.44%
Glucocorticoid receptor binding + 0.6950 69.50%
Aromatase binding + 0.7440 74.40%
PPAR gamma + 0.6679 66.79%
Honey bee toxicity - 0.6655 66.55%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.27% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.86% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.35% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 90.48% 91.19%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.58% 94.62%
CHEMBL2996 Q05655 Protein kinase C delta 87.80% 97.79%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.65% 94.08%
CHEMBL5028 O14672 ADAM10 87.25% 97.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.70% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.47% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.17% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.17% 93.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.89% 85.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.59% 94.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.42% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.14% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.14% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.33% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.83% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 82.81% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.70% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.50% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.91% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.43% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.31% 89.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Betula pendula

Cross-Links

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PubChem 101647896
LOTUS LTS0213913
wikiData Q105369042