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[(1R,3R,3'S,3aR,6aS)-1-[2-[(2S)-6-acetyloxy-2,8-dimethyl-3,4-dihydrochromen-2-yl]acetyl]-2',2',3a,6a-tetramethylspiro[1,4,5,6-tetrahydrocyclopenta[c]furan-3,5'-oxolane]-3'-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 1abcaaa6-21a3-4d15-9e52-edbc3a3cbdb5
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
IUPAC Name [(1R,3R,3'S,3aR,6aS)-1-[2-[(2S)-6-acetyloxy-2,8-dimethyl-3,4-dihydrochromen-2-yl]acetyl]-2',2',3a,6a-tetramethylspiro[1,4,5,6-tetrahydrocyclopenta[c]furan-3,5'-oxolane]-3'-yl] acetate
SMILES (Canonical) CC1=CC(=CC2=C1OC(CC2)(C)CC(=O)C3C4(CCCC4(C5(O3)CC(C(O5)(C)C)OC(=O)C)C)C)OC(=O)C
SMILES (Isomeric) CC1=CC(=CC2=C1O[C@](CC2)(C)CC(=O)[C@H]3[C@]4(CCC[C@]4([C@@]5(O3)C[C@@H](C(O5)(C)C)OC(=O)C)C)C)OC(=O)C
InChI InChI=1S/C31H42O8/c1-18-14-22(35-19(2)32)15-21-10-13-28(6,37-25(18)21)16-23(34)26-29(7)11-9-12-30(29,8)31(38-26)17-24(36-20(3)33)27(4,5)39-31/h14-15,24,26H,9-13,16-17H2,1-8H3/t24-,26-,28-,29+,30+,31+/m0/s1
InChI Key MHSLDDKVEUOFDT-YPNTYGGLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H42O8
Molecular Weight 542.70 g/mol
Exact Mass 542.28796829 g/mol
Topological Polar Surface Area (TPSA) 97.40 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.39
H-Bond Acceptor 8
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 [(1R,3R,3'S,3aR,6aS)-1-[2-[(2S)-6-acetyloxy-2,8-dimethyl-3,4-dihydrochromen-2-yl]acetyl]-2',2',3a,6a-tetramethylspiro[1,4,5,6-tetrahydrocyclopenta[c]furan-3,5'-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 + 0.9830 98.30%
Caco-2 - 0.6850 68.50%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8329 83.29%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior + 0.8583 85.83%
OATP1B3 inhibitior + 0.8500 85.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9819 98.19%
P-glycoprotein inhibitior + 0.8473 84.73%
P-glycoprotein substrate - 0.5128 51.28%
CYP3A4 substrate + 0.7031 70.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8155 81.55%
CYP3A4 inhibition - 0.7376 73.76%
CYP2C9 inhibition - 0.7927 79.27%
CYP2C19 inhibition - 0.6568 65.68%
CYP2D6 inhibition - 0.9203 92.03%
CYP1A2 inhibition - 0.6834 68.34%
CYP2C8 inhibition + 0.6615 66.15%
CYP inhibitory promiscuity - 0.8106 81.06%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6129 61.29%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8827 88.27%
Skin irritation - 0.7505 75.05%
Skin corrosion - 0.9017 90.17%
Ames mutagenesis - 0.5654 56.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6934 69.34%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5709 57.09%
skin sensitisation - 0.8779 87.79%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.7290 72.90%
Acute Oral Toxicity (c) III 0.4454 44.54%
Estrogen receptor binding + 0.7416 74.16%
Androgen receptor binding + 0.7743 77.43%
Thyroid receptor binding + 0.6154 61.54%
Glucocorticoid receptor binding + 0.7771 77.71%
Aromatase binding + 0.7858 78.58%
PPAR gamma + 0.7080 70.80%
Honey bee toxicity - 0.5680 56.80%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9951 99.51%

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 98.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.83% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.48% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 92.14% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.13% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.00% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.71% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.77% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.79% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.36% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.51% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.82% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 84.69% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.52% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.79% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.38% 95.50%
CHEMBL2581 P07339 Cathepsin D 82.29% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.28% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.20% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.86% 92.50%

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 21577179
LOTUS LTS0230957
wikiData Q105164070