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[(3Z,3aS,5aS,6S,7R,9aS,9bS)-7-acetyloxy-3-[(3E,5E,7R)-7-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-6-yl]methyl 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 4970441a-e9a6-42fe-8f73-5e7de1196467
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3Z,3aS,5aS,6S,7R,9aS,9bS)-7-acetyloxy-3-[(3E,5E,7R)-7-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-6-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H50O6/c1-21(2)13-14-26(37)22(3)11-10-12-23(4)31-27(38)19-29-32(7)18-16-30(40-25(6)36)34(9,20-39-24(5)35)28(32)15-17-33(29,31)8/h10-13,26,28-30,37H,14-20H2,1-9H3/b12-10+,22-11+,31-23+/t26-,28+,29+,30-,32-,33+,34-/m1/s1
InChI Key FDRWOTSJMOAODM-FOPCKIQZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H50O6
Molecular Weight 554.80 g/mol
Exact Mass 554.36073931 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 7.50
Atomic LogP (AlogP) 6.83
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3Z,3aS,5aS,6S,7R,9aS,9bS)-7-acetyloxy-3-[(3E,5E,7R)-7-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-6-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 - 0.7173 71.73%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8536 85.36%
OATP2B1 inhibitior - 0.7146 71.46%
OATP1B1 inhibitior + 0.8180 81.80%
OATP1B3 inhibitior + 0.9165 91.65%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9849 98.49%
P-glycoprotein inhibitior + 0.8296 82.96%
P-glycoprotein substrate - 0.5961 59.61%
CYP3A4 substrate + 0.7185 71.85%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.9111 91.11%
CYP3A4 inhibition - 0.8783 87.83%
CYP2C9 inhibition - 0.7781 77.81%
CYP2C19 inhibition - 0.9269 92.69%
CYP2D6 inhibition - 0.9496 94.96%
CYP1A2 inhibition - 0.9018 90.18%
CYP2C8 inhibition + 0.5633 56.33%
CYP inhibitory promiscuity - 0.9099 90.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6210 62.10%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9141 91.41%
Skin irritation + 0.6027 60.27%
Skin corrosion - 0.9667 96.67%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7827 78.27%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6822 68.22%
skin sensitisation - 0.8004 80.04%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5628 56.28%
Acute Oral Toxicity (c) I 0.6496 64.96%
Estrogen receptor binding + 0.8618 86.18%
Androgen receptor binding + 0.5793 57.93%
Thyroid receptor binding + 0.6488 64.88%
Glucocorticoid receptor binding + 0.8559 85.59%
Aromatase binding + 0.7524 75.24%
PPAR gamma + 0.7009 70.09%
Honey bee toxicity - 0.7284 72.84%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9960 99.60%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.02% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.03% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.68% 85.14%
CHEMBL299 P17252 Protein kinase C alpha 91.35% 98.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.78% 82.69%
CHEMBL2581 P07339 Cathepsin D 90.25% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.38% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.65% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.20% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 87.95% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 86.22% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.59% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.90% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.87% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.48% 89.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.89% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.11% 86.33%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.83% 91.65%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.22% 92.62%
CHEMBL5028 O14672 ADAM10 82.01% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.91% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.76% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.84% 97.25%
CHEMBL237 P41145 Kappa opioid receptor 80.62% 98.10%

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 163061108
LOTUS LTS0035100
wikiData Q104993743