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[(5S,6S,8R,9R,10R,13R,17S)-17-(furan-3-yl)-17-hydroxy-4,4,8,10,13-pentamethyl-3,16-dioxo-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthren-6-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 a7f551b4-637c-475c-909e-ed17d6fe5063
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5S,6S,8R,9R,10R,13R,17S)-17-(furan-3-yl)-17-hydroxy-4,4,8,10,13-pentamethyl-3,16-dioxo-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthren-6-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C(CCC3(C2=CC(=O)C3(C4=COC=C4)O)C)C5(C1C(C(=O)C=C5)(C)C)C)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@]2([C@H](CC[C@@]3(C2=CC(=O)[C@]3(C4=COC=C4)O)C)[C@@]5([C@H]1C(C(=O)C=C5)(C)C)C)C
InChI InChI=1S/C28H34O6/c1-16(29)34-18-14-26(5)19(25(4)10-8-21(30)24(2,3)23(18)25)7-11-27(6)20(26)13-22(31)28(27,32)17-9-12-33-15-17/h8-10,12-13,15,18-19,23,32H,7,11,14H2,1-6H3/t18-,19+,23+,25+,26+,27+,28-/m0/s1
InChI Key SHCOEVSRYVVWJH-FCGROZAVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O6
Molecular Weight 466.60 g/mol
Exact Mass 466.23553880 g/mol
Topological Polar Surface Area (TPSA) 93.80 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.52
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5S,6S,8R,9R,10R,13R,17S)-17-(furan-3-yl)-17-hydroxy-4,4,8,10,13-pentamethyl-3,16-dioxo-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthren-6-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 + 0.9941 99.41%
Caco-2 - 0.5541 55.41%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8056 80.56%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.7479 74.79%
OATP1B3 inhibitior - 0.7204 72.04%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.9684 96.84%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate - 0.5680 56.80%
CYP3A4 substrate + 0.6960 69.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8889 88.89%
CYP3A4 inhibition + 0.5883 58.83%
CYP2C9 inhibition - 0.5745 57.45%
CYP2C19 inhibition - 0.6261 62.61%
CYP2D6 inhibition - 0.9266 92.66%
CYP1A2 inhibition + 0.5676 56.76%
CYP2C8 inhibition + 0.5469 54.69%
CYP inhibitory promiscuity - 0.7513 75.13%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5012 50.12%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9261 92.61%
Skin irritation - 0.5533 55.33%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8226 82.26%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6643 66.43%
skin sensitisation - 0.8516 85.16%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5933 59.33%
Acute Oral Toxicity (c) I 0.5062 50.62%
Estrogen receptor binding + 0.8266 82.66%
Androgen receptor binding + 0.7401 74.01%
Thyroid receptor binding + 0.7564 75.64%
Glucocorticoid receptor binding + 0.8392 83.92%
Aromatase binding + 0.8193 81.93%
PPAR gamma + 0.6459 64.59%
Honey bee toxicity - 0.8086 80.86%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 1.0000 100.00%

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 97.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.32% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.15% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.68% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.54% 100.00%
CHEMBL2581 P07339 Cathepsin D 88.50% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.48% 94.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.33% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.26% 96.09%
CHEMBL259 P32245 Melanocortin receptor 4 86.93% 95.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.55% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.92% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.28% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.53% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.38% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.16% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.58% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 80.98% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.45% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.27% 97.14%

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.
Soymida febrifuga

Cross-Links

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PubChem 162907799
LOTUS LTS0208471
wikiData Q105252869