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(2S,3aS)-6-hydroxy-2-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-7-methyl-5-[(2R)-2-methylbutanoyl]-3a-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-4-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 9c7ef606-0614-466d-afab-ac687780db9d
Taxonomy Organoheterocyclic compounds > Benzofurans
IUPAC Name (2S,3aS)-6-hydroxy-2-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-7-methyl-5-[(2R)-2-methylbutanoyl]-3a-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-4-one
SMILES (Canonical) CCC(C)C(=O)C1=C(C(=C2C(C1=O)(CC(O2)C(C)(CCC=C(C)C)O)CC=C(C)C)C)O
SMILES (Isomeric) CC[C@@H](C)C(=O)C1=C(C(=C2[C@@](C1=O)(C[C@H](O2)[C@@](C)(CCC=C(C)C)O)CC=C(C)C)C)O
InChI InChI=1S/C27H40O5/c1-9-18(6)22(28)21-23(29)19(7)25-27(24(21)30,14-12-17(4)5)15-20(32-25)26(8,31)13-10-11-16(2)3/h11-12,18,20,29,31H,9-10,13-15H2,1-8H3/t18-,20+,26-,27-/m1/s1
InChI Key GKXZMMSWIIFNIR-HSNHCDHVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O5
Molecular Weight 444.60 g/mol
Exact Mass 444.28757437 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.90
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3aS)-6-hydroxy-2-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-7-methyl-5-[(2R)-2-methylbutanoyl]-3a-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9968 99.68%
Caco-2 + 0.6186 61.86%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7689 76.89%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior + 0.8206 82.06%
OATP1B3 inhibitior + 0.9589 95.89%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5314 53.14%
BSEP inhibitior + 0.9246 92.46%
P-glycoprotein inhibitior + 0.6156 61.56%
P-glycoprotein substrate - 0.5613 56.13%
CYP3A4 substrate + 0.6140 61.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8851 88.51%
CYP3A4 inhibition + 0.6464 64.64%
CYP2C9 inhibition - 0.7256 72.56%
CYP2C19 inhibition - 0.8249 82.49%
CYP2D6 inhibition - 0.9357 93.57%
CYP1A2 inhibition - 0.7907 79.07%
CYP2C8 inhibition - 0.7240 72.40%
CYP inhibitory promiscuity - 0.8517 85.17%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5307 53.07%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8563 85.63%
Skin irritation + 0.5892 58.92%
Skin corrosion - 0.9155 91.55%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4491 44.91%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5532 55.32%
skin sensitisation - 0.7768 77.68%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6097 60.97%
Acute Oral Toxicity (c) III 0.3388 33.88%
Estrogen receptor binding + 0.6967 69.67%
Androgen receptor binding + 0.6038 60.38%
Thyroid receptor binding + 0.6346 63.46%
Glucocorticoid receptor binding + 0.7804 78.04%
Aromatase binding + 0.6082 60.82%
PPAR gamma + 0.7577 75.77%
Honey bee toxicity - 0.8523 85.23%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.9858 98.58%

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
CHEMBL236 P41143 Delta opioid receptor 97.84% 99.35%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.96% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.64% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.37% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.32% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 92.03% 94.73%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.52% 89.34%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.72% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.57% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.55% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.04% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.82% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.53% 93.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.14% 98.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.76% 96.90%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.55% 99.23%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.84% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.51% 95.56%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.42% 90.93%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.73% 96.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.13% 95.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.88% 90.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.28% 100.00%

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.
Hypericum yojiroanum

Cross-Links

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PubChem 163008805
LOTUS LTS0171815
wikiData Q105010487