(5'S)-5'-hydroxy-3',7'-bis(hydroxymethyl)-2',5'-dimethylspiro[cyclopropane-1,6'-indene]-4'-one
| Internal ID | e98d2e91-3943-46da-a827-474665a8cb04 |
| Taxonomy | Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones |
| IUPAC Name | (5'S)-5'-hydroxy-3',7'-bis(hydroxymethyl)-2',5'-dimethylspiro[cyclopropane-1,6'-indene]-4'-one |
| SMILES (Canonical) | CC1=CC2=C(C3(CC3)C(C(=O)C2=C1CO)(C)O)CO |
| SMILES (Isomeric) | CC1=CC2=C(C3(CC3)[C@](C(=O)C2=C1CO)(C)O)CO |
| InChI | InChI=1S/C15H18O4/c1-8-5-9-11(7-17)15(3-4-15)14(2,19)13(18)12(9)10(8)6-16/h5,16-17,19H,3-4,6-7H2,1-2H3/t14-/m1/s1 |
| InChI Key | AJSGMBSLZKYDQQ-CQSZACIVSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C15H18O4 |
| Molecular Weight | 262.30 g/mol |
| Exact Mass | 262.12050905 g/mol |
| Topological Polar Surface Area (TPSA) | 77.80 Ų |
| XlogP | -1.40 |
| Atomic LogP (AlogP) | 0.64 |
| H-Bond Acceptor | 4 |
| H-Bond Donor | 3 |
| Rotatable Bonds | 2 |
| There are no found synonyms. |
![2D Structure of (5'S)-5'-hydroxy-3',7'-bis(hydroxymethyl)-2',5'-dimethylspiro[cyclopropane-1,6'-indene]-4'-one](https://plantaedb.com/storage/docs/compounds/2023/11/5s-5-hydroxy-37-bishydroxymethyl-25-dimethylspirocyclopropane-16-indene-4-one.jpg "2D Structure of (5'S)-5'-hydroxy-3',7'-bis(hydroxymethyl)-2',5'-dimethylspiro[cyclopropane-1,6'-indene]-4'-one")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9865 | 98.65% |
| Caco-2 | + | 0.7273 | 72.73% |
| Blood Brain Barrier | + | 0.6391 | 63.91% |
| Human oral bioavailability | + | 0.6857 | 68.57% |
| Subcellular localzation | Mitochondria | 0.8175 | 81.75% |
| OATP2B1 inhibitior | - | 0.8516 | 85.16% |
| OATP1B1 inhibitior | + | 0.8964 | 89.64% |
| OATP1B3 inhibitior | + | 0.9524 | 95.24% |
| MATE1 inhibitior | - | 0.8800 | 88.00% |
| OCT2 inhibitior | - | 0.6726 | 67.26% |
| BSEP inhibitior | - | 0.7889 | 78.89% |
| P-glycoprotein inhibitior | - | 0.9257 | 92.57% |
| P-glycoprotein substrate | - | 0.8412 | 84.12% |
| CYP3A4 substrate | + | 0.5280 | 52.80% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8662 | 86.62% |
| CYP3A4 inhibition | - | 0.9016 | 90.16% |
| CYP2C9 inhibition | - | 0.7924 | 79.24% |
| CYP2C19 inhibition | - | 0.8512 | 85.12% |
| CYP2D6 inhibition | - | 0.8723 | 87.23% |
| CYP1A2 inhibition | - | 0.7678 | 76.78% |
| CYP2C8 inhibition | - | 0.9094 | 90.94% |
| CYP inhibitory promiscuity | - | 0.8206 | 82.06% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.9300 | 93.00% |
| Carcinogenicity (trinary) | Non-required | 0.6563 | 65.63% |
| Eye corrosion | - | 0.9859 | 98.59% |
| Eye irritation | + | 0.6423 | 64.23% |
| Skin irritation | - | 0.6452 | 64.52% |
| Skin corrosion | - | 0.9525 | 95.25% |
| Ames mutagenesis | - | 0.5354 | 53.54% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6998 | 69.98% |
| Micronuclear | - | 0.8100 | 81.00% |
| Hepatotoxicity | - | 0.5101 | 51.01% |
| skin sensitisation | - | 0.7807 | 78.07% |
| Respiratory toxicity | + | 0.7556 | 75.56% |
| Reproductive toxicity | + | 0.7000 | 70.00% |
| Mitochondrial toxicity | + | 0.7875 | 78.75% |
| Nephrotoxicity | - | 0.5518 | 55.18% |
| Acute Oral Toxicity (c) | III | 0.5638 | 56.38% |
| Estrogen receptor binding | + | 0.5465 | 54.65% |
| Androgen receptor binding | + | 0.6234 | 62.34% |
| Thyroid receptor binding | + | 0.5823 | 58.23% |
| Glucocorticoid receptor binding | + | 0.7023 | 70.23% |
| Aromatase binding | - | 0.7550 | 75.50% |
| PPAR gamma | - | 0.5778 | 57.78% |
| Honey bee toxicity | - | 0.9095 | 90.95% |
| Biodegradation | - | 0.6500 | 65.00% |
| Crustacea aquatic toxicity | - | 0.5000 | 50.00% |
| Fish aquatic toxicity | + | 0.9713 | 97.13% |
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 |
|---|---|---|---|---|
| CHEMBL230 | P35354 | Cyclooxygenase-2 | 96.31% | 89.63% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 95.98% | 83.82% |
| CHEMBL2581 | P07339 | Cathepsin D | 92.82% | 98.95% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 92.55% | 91.11% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 91.91% | 94.75% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 91.25% | 95.56% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 88.68% | 96.09% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 88.52% | 93.99% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 84.02% | 86.33% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 82.03% | 90.00% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 15144118 |
| LOTUS | LTS0269635 |
| wikiData | Q104913356 |