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(5Z)-5-(2-methoxy-2-methylpropylidene)-3-[(5R,9R,10R,13S,14S,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]furan-2-one

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 40235d5b-3a80-4104-a6f1-2b4f165f8023
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5Z)-5-(2-methoxy-2-methylpropylidene)-3-[(5R,9R,10R,13S,14S,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]furan-2-one
SMILES (Canonical) CC1(C2CC=C3C(C2(CCC1=O)C)CCC4(C3(CCC4C5=CC(=CC(C)(C)OC)OC5=O)C)C)C
SMILES (Isomeric) C[C@]12CCC(=O)C([C@@H]1CC=C3[C@@H]2CC[C@@]4([C@@]3(CC[C@H]4C5=C/C(=C/C(C)(C)OC)/OC5=O)C)C)(C)C
InChI InChI=1S/C31H44O4/c1-27(2,34-8)18-19-17-20(26(33)35-19)21-11-15-31(7)23-9-10-24-28(3,4)25(32)13-14-29(24,5)22(23)12-16-30(21,31)6/h9,17-18,21-22,24H,10-16H2,1-8H3/b19-18-/t21-,22-,24-,29+,30-,31+/m0/s1
InChI Key FTFFMPMXQQDSQO-SHQRBJGESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H44O4
Molecular Weight 480.70 g/mol
Exact Mass 480.32395988 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 6.10
Atomic LogP (AlogP) 6.95
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5Z)-5-(2-methoxy-2-methylpropylidene)-3-[(5R,9R,10R,13S,14S,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]furan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9955 99.55%
Caco-2 - 0.5459 54.59%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7825 78.25%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8501 85.01%
OATP1B3 inhibitior + 0.9411 94.11%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9786 97.86%
P-glycoprotein inhibitior + 0.8029 80.29%
P-glycoprotein substrate - 0.6620 66.20%
CYP3A4 substrate + 0.6784 67.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8881 88.81%
CYP3A4 inhibition - 0.6184 61.84%
CYP2C9 inhibition - 0.7427 74.27%
CYP2C19 inhibition - 0.7944 79.44%
CYP2D6 inhibition - 0.9607 96.07%
CYP1A2 inhibition - 0.7541 75.41%
CYP2C8 inhibition + 0.6469 64.69%
CYP inhibitory promiscuity - 0.7978 79.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5482 54.82%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9276 92.76%
Skin irritation - 0.6136 61.36%
Skin corrosion - 0.9208 92.08%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6517 65.17%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5290 52.90%
skin sensitisation - 0.8124 81.24%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5754 57.54%
Acute Oral Toxicity (c) III 0.3727 37.27%
Estrogen receptor binding + 0.8260 82.60%
Androgen receptor binding + 0.7314 73.14%
Thyroid receptor binding + 0.7755 77.55%
Glucocorticoid receptor binding + 0.8761 87.61%
Aromatase binding + 0.8032 80.32%
PPAR gamma + 0.7024 70.24%
Honey bee toxicity - 0.7561 75.61%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9963 99.63%

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 97.40% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.58% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.66% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.03% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.62% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.42% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.41% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 86.59% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.14% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.82% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.80% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.79% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.45% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.58% 92.62%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.42% 94.78%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.07% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.95% 94.45%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.26% 83.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.95% 94.00%
CHEMBL1914 P06276 Butyrylcholinesterase 80.00% 95.00%

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.
Aphanamixis polystachya

Cross-Links

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PubChem 56838491
LOTUS LTS0138596
wikiData Q105001021