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[(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(E,2R,5S)-6-hydroxy-2,5-dimethoxy-6-methylhept-3-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] acetate

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 1767bfa5-3e0c-4396-b86c-2dbe70f34d59
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(E,2R,5S)-6-hydroxy-2,5-dimethoxy-6-methylhept-3-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] acetate
SMILES (Canonical) CC(=O)OC1CCC2(C3CCC4C(CCC4(C3(CCC2C1(C)C)C)C)C(C)(C=CC(C(C)(C)O)OC)OC)C
SMILES (Isomeric) CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@@H]4[C@H](CC[C@]4([C@@]3(CC[C@H]2C1(C)C)C)C)[C@@](C)(/C=C/[C@@H](C(C)(C)O)OC)OC)C
InChI InChI=1S/C34H58O5/c1-22(35)39-27-16-18-31(6)25(29(27,2)3)15-20-33(8)26(31)13-12-23-24(14-19-32(23,33)7)34(9,38-11)21-17-28(37-10)30(4,5)36/h17,21,23-28,36H,12-16,18-20H2,1-11H3/b21-17+/t23-,24+,25+,26-,27+,28+,31+,32-,33-,34-/m1/s1
InChI Key HLNFTPLWEBVCNK-STEQSANCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H58O5
Molecular Weight 546.80 g/mol
Exact Mass 546.42842495 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 7.35
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(E,2R,5S)-6-hydroxy-2,5-dimethoxy-6-methylhept-3-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] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9900 99.00%
Caco-2 - 0.7075 70.75%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7005 70.05%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior + 0.8476 84.76%
OATP1B3 inhibitior + 0.9188 91.88%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8286 82.86%
P-glycoprotein inhibitior + 0.7314 73.14%
P-glycoprotein substrate - 0.6989 69.89%
CYP3A4 substrate + 0.7262 72.62%
CYP2C9 substrate - 0.8135 81.35%
CYP2D6 substrate - 0.8799 87.99%
CYP3A4 inhibition - 0.6902 69.02%
CYP2C9 inhibition - 0.8722 87.22%
CYP2C19 inhibition - 0.8818 88.18%
CYP2D6 inhibition - 0.9619 96.19%
CYP1A2 inhibition - 0.8707 87.07%
CYP2C8 inhibition + 0.5255 52.55%
CYP inhibitory promiscuity - 0.9655 96.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9320 93.20%
Carcinogenicity (trinary) Non-required 0.6511 65.11%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9219 92.19%
Skin irritation + 0.5143 51.43%
Skin corrosion - 0.9704 97.04%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4152 41.52%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.7468 74.68%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7351 73.51%
Acute Oral Toxicity (c) III 0.5148 51.48%
Estrogen receptor binding + 0.7507 75.07%
Androgen receptor binding + 0.7523 75.23%
Thyroid receptor binding + 0.6007 60.07%
Glucocorticoid receptor binding + 0.7211 72.11%
Aromatase binding + 0.7689 76.89%
PPAR gamma + 0.6291 62.91%
Honey bee toxicity - 0.5095 50.95%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9888 98.88%

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 97.51% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.34% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.21% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.47% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 89.68% 91.19%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.18% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.17% 95.89%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 86.87% 96.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.55% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.10% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.86% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.30% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.09% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.02% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.77% 89.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.48% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.35% 100.00%
CHEMBL5028 O14672 ADAM10 83.09% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.63% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.43% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.50% 86.33%

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.
Ficus pumila

Cross-Links

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PubChem 100984943
LOTUS LTS0025970
wikiData Q105030218