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[(1S,3R,4S,4aR,7S,8R,8aR)-4-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-7-hydroxy-8a-(hydroxymethyl)-3,4-dimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-oxirane]-1-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 d85afcfd-92ea-4bdc-b51f-a6f15ab618eb
Taxonomy Organoheterocyclic compounds > Heteroaromatic compounds
IUPAC Name [(1S,3R,4S,4aR,7S,8R,8aR)-4-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-7-hydroxy-8a-(hydroxymethyl)-3,4-dimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-oxirane]-1-yl] acetate
SMILES (Canonical) CC1CC(C2(C(C1(C)CC(C3=COC=C3)O)CCC(C24CO4)O)CO)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)C[C@H](C3=COC=C3)O)CC[C@@H]([C@]24CO4)O)CO)OC(=O)C
InChI InChI=1S/C22H32O7/c1-13-8-19(29-14(2)24)21(11-23)17(4-5-18(26)22(21)12-28-22)20(13,3)9-16(25)15-6-7-27-10-15/h6-7,10,13,16-19,23,25-26H,4-5,8-9,11-12H2,1-3H3/t13-,16-,17-,18+,19+,20+,21+,22-/m1/s1
InChI Key XDFUGHPIAIPFJC-UNVUUVOTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H32O7
Molecular Weight 408.50 g/mol
Exact Mass 408.21480336 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.20
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,4S,4aR,7S,8R,8aR)-4-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-7-hydroxy-8a-(hydroxymethyl)-3,4-dimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-oxirane]-1-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 + 0.9507 95.07%
Caco-2 - 0.6640 66.40%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7236 72.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8087 80.87%
OATP1B3 inhibitior + 0.9032 90.32%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6440 64.40%
P-glycoprotein inhibitior - 0.7324 73.24%
P-glycoprotein substrate + 0.5716 57.16%
CYP3A4 substrate + 0.6761 67.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8184 81.84%
CYP3A4 inhibition + 0.5571 55.71%
CYP2C9 inhibition - 0.7175 71.75%
CYP2C19 inhibition - 0.7325 73.25%
CYP2D6 inhibition - 0.9400 94.00%
CYP1A2 inhibition - 0.8526 85.26%
CYP2C8 inhibition + 0.5644 56.44%
CYP inhibitory promiscuity - 0.8863 88.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4939 49.39%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9720 97.20%
Skin irritation - 0.6479 64.79%
Skin corrosion - 0.9535 95.35%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6774 67.74%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6314 63.14%
skin sensitisation - 0.9212 92.12%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6221 62.21%
Acute Oral Toxicity (c) I 0.4949 49.49%
Estrogen receptor binding + 0.8641 86.41%
Androgen receptor binding + 0.6241 62.41%
Thyroid receptor binding + 0.6307 63.07%
Glucocorticoid receptor binding + 0.8317 83.17%
Aromatase binding + 0.7236 72.36%
PPAR gamma + 0.5262 52.62%
Honey bee toxicity - 0.7968 79.68%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9566 95.66%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.32% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.22% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.36% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.75% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.25% 90.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.49% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.89% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.34% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.14% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.99% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.89% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.27% 97.25%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.23% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.09% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.31% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.96% 96.00%
CHEMBL5028 O14672 ADAM10 82.35% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.30% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.24% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.56% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.06% 95.89%

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.
Teucrium pyrenaicum

Cross-Links

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PubChem 163009775
LOTUS LTS0098295
wikiData Q105325683