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(3S,3aR,5S,8aR,9aR)-3-[2-[(5R,6R,7aR)-6-ethenyl-6-methyl-2-oxo-5-prop-1-en-2-yl-4,5,7,7a-tetrahydro-1-benzofuran-3-yl]ethyl]-5,8a-dimethyl-3,3a,5,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-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 5123781c-afaa-4ee0-a168-d5aa4a82ab7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name (3S,3aR,5S,8aR,9aR)-3-[2-[(5R,6R,7aR)-6-ethenyl-6-methyl-2-oxo-5-prop-1-en-2-yl-4,5,7,7a-tetrahydro-1-benzofuran-3-yl]ethyl]-5,8a-dimethyl-3,3a,5,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
SMILES (Canonical) CC1CCCC2(C1=CC3C(C2)OC(=O)C3CCC4=C5CC(C(CC5OC4=O)(C)C=C)C(=C)C)C
SMILES (Isomeric) C[C@H]1CCC[C@]2(C1=C[C@H]3[C@@H](C2)OC(=O)[C@H]3CCC4=C5C[C@@H]([C@@](C[C@H]5OC4=O)(C)C=C)C(=C)C)C
InChI InChI=1S/C30H40O4/c1-7-29(5)15-25-21(13-23(29)17(2)3)19(27(31)33-25)10-11-20-22-14-24-18(4)9-8-12-30(24,6)16-26(22)34-28(20)32/h7,14,18,20,22-23,25-26H,1-2,8-13,15-16H2,3-6H3/t18-,20-,22+,23+,25+,26+,29-,30+/m0/s1
InChI Key SVAWZKXVVXHIKP-NVYDOHQXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O4
Molecular Weight 464.60 g/mol
Exact Mass 464.29265975 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.48
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,3aR,5S,8aR,9aR)-3-[2-[(5R,6R,7aR)-6-ethenyl-6-methyl-2-oxo-5-prop-1-en-2-yl-4,5,7,7a-tetrahydro-1-benzofuran-3-yl]ethyl]-5,8a-dimethyl-3,3a,5,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-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 + 0.9928 99.28%
Caco-2 - 0.6540 65.40%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7504 75.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8351 83.51%
OATP1B3 inhibitior + 0.8143 81.43%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9356 93.56%
P-glycoprotein inhibitior + 0.7908 79.08%
P-glycoprotein substrate + 0.6076 60.76%
CYP3A4 substrate + 0.7051 70.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9078 90.78%
CYP3A4 inhibition - 0.5158 51.58%
CYP2C9 inhibition - 0.9121 91.21%
CYP2C19 inhibition - 0.8832 88.32%
CYP2D6 inhibition - 0.9522 95.22%
CYP1A2 inhibition - 0.6607 66.07%
CYP2C8 inhibition + 0.6064 60.64%
CYP inhibitory promiscuity - 0.8554 85.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5339 53.39%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9228 92.28%
Skin irritation + 0.5694 56.94%
Skin corrosion - 0.8796 87.96%
Ames mutagenesis - 0.5724 57.24%
Human Ether-a-go-go-Related Gene inhibition - 0.4767 47.67%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5607 56.07%
skin sensitisation - 0.7620 76.20%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.6102 61.02%
Acute Oral Toxicity (c) III 0.7999 79.99%
Estrogen receptor binding + 0.7122 71.22%
Androgen receptor binding + 0.7409 74.09%
Thyroid receptor binding + 0.5433 54.33%
Glucocorticoid receptor binding + 0.8093 80.93%
Aromatase binding + 0.6878 68.78%
PPAR gamma + 0.6193 61.93%
Honey bee toxicity - 0.7277 72.77%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5600 56.00%
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 97.99% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.76% 95.56%
CHEMBL1902 P62942 FK506-binding protein 1A 93.47% 97.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.92% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.64% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.17% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.87% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.67% 94.45%
CHEMBL2581 P07339 Cathepsin D 86.59% 98.95%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.37% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.10% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.09% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.29% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.86% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.67% 97.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.24% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.14% 89.00%

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 101014000
LOTUS LTS0091478
wikiData Q105261752