[(1aR,2'S,3'S,3aR,4S,5S,5'R,7aS,7bR)-5'-hydroxy-2'-[(2R)-2-hydroxybut-3-en-2-yl]-5,7a,7b-trimethyl-2-oxospiro[1a,3,3a,5,6,7-hexahydronaphtho[1,2-b]oxirene-4,4'-oxolane]-3'-yl] acetate

Details

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Internal ID a6bd0b43-ed03-48a9-b0b3-d8f0752d783f
Taxonomy Organoheterocyclic compounds > Oxepanes
IUPAC Name [(1aR,2'S,3'S,3aR,4S,5S,5'R,7aS,7bR)-5'-hydroxy-2'-[(2R)-2-hydroxybut-3-en-2-yl]-5,7a,7b-trimethyl-2-oxospiro[1a,3,3a,5,6,7-hexahydronaphtho[1,2-b]oxirene-4,4'-oxolane]-3'-yl] acetate
SMILES (Canonical) CC1CCC2(C(C13C(C(OC3O)C(C)(C=C)O)OC(=O)C)CC(=O)C4C2(O4)C)C
SMILES (Isomeric) C[C@H]1CC[C@]2([C@H]([C@]13[C@@H]([C@H](O[C@H]3O)[C@@](C)(C=C)O)OC(=O)C)CC(=O)[C@H]4[C@@]2(O4)C)C
InChI InChI=1S/C22H32O7/c1-7-20(5,26)16-17(27-12(3)23)22(18(25)28-16)11(2)8-9-19(4)14(22)10-13(24)15-21(19,6)29-15/h7,11,14-18,25-26H,1,8-10H2,2-6H3/t11-,14+,15-,16-,17+,18+,19-,20+,21-,22-/m0/s1
InChI Key HQMWDWMOOTXYIX-RWKZPBRJSA-N
Popularity 1 reference 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) 106.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.74
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1aR,2'S,3'S,3aR,4S,5S,5'R,7aS,7bR)-5'-hydroxy-2'-[(2R)-2-hydroxybut-3-en-2-yl]-5,7a,7b-trimethyl-2-oxospiro[1a,3,3a,5,6,7-hexahydronaphtho[1,2-b]oxirene-4,4'-oxolane]-3'-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 + 0.9397 93.97%
Caco-2 - 0.6685 66.85%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6803 68.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8347 83.47%
OATP1B3 inhibitior + 0.8438 84.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.8443 84.43%
P-glycoprotein inhibitior - 0.6153 61.53%
P-glycoprotein substrate - 0.7064 70.64%
CYP3A4 substrate + 0.6948 69.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8746 87.46%
CYP3A4 inhibition - 0.6294 62.94%
CYP2C9 inhibition - 0.8436 84.36%
CYP2C19 inhibition - 0.8204 82.04%
CYP2D6 inhibition - 0.9489 94.89%
CYP1A2 inhibition - 0.6281 62.81%
CYP2C8 inhibition + 0.4823 48.23%
CYP inhibitory promiscuity - 0.9352 93.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5008 50.08%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9373 93.73%
Skin irritation - 0.5267 52.67%
Skin corrosion - 0.8788 87.88%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6570 65.70%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8443 84.43%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.6770 67.70%
Acute Oral Toxicity (c) I 0.3126 31.26%
Estrogen receptor binding + 0.8630 86.30%
Androgen receptor binding + 0.6749 67.49%
Thyroid receptor binding + 0.5484 54.84%
Glucocorticoid receptor binding + 0.6630 66.30%
Aromatase binding + 0.7042 70.42%
PPAR gamma + 0.6389 63.89%
Honey bee toxicity - 0.6909 69.09%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9953 99.53%

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 98.47% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.68% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.70% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.73% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.19% 91.19%
CHEMBL1902 P62942 FK506-binding protein 1A 90.48% 97.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.47% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.68% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.61% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.07% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.95% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.93% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.80% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.29% 96.77%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.58% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.55% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.86% 86.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.42% 91.03%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.73% 92.94%

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.
Heteroscyphus planus

Cross-Links

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PubChem 101915761
LOTUS LTS0215617
wikiData Q105032317