2-Hydroxy-3'-(1-hydroxyethyl)-12-(2-hydroxypropan-2-yl)-8-methoxy-7-methylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-2',11-dione

Details

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Internal ID d48cd4d3-5091-4c9b-80d4-561be8d16af5
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name 2-hydroxy-3'-(1-hydroxyethyl)-12-(2-hydroxypropan-2-yl)-8-methoxy-7-methylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-2',11-dione
SMILES (Canonical) CC(C1CC2(C3C(O3)C4(C2(C(C5C(C4C(=O)O5)C(C)(C)O)OC)C)O)OC1=O)O
SMILES (Isomeric) CC(C1CC2(C3C(O3)C4(C2(C(C5C(C4C(=O)O5)C(C)(C)O)OC)C)O)OC1=O)O
InChI InChI=1S/C20H28O9/c1-7(21)8-6-19(29-15(8)22)13-14(28-13)20(25)10-9(17(2,3)24)11(27-16(10)23)12(26-5)18(19,20)4/h7-14,21,24-25H,6H2,1-5H3
InChI Key VPKHQZBHJCPEDW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O9
Molecular Weight 412.40 g/mol
Exact Mass 412.17333247 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.86
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-Hydroxy-3'-(1-hydroxyethyl)-12-(2-hydroxypropan-2-yl)-8-methoxy-7-methylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-2',11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9141 91.41%
Caco-2 - 0.7204 72.04%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6821 68.21%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.9084 90.84%
OATP1B3 inhibitior + 0.8976 89.76%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9258 92.58%
P-glycoprotein inhibitior - 0.6580 65.80%
P-glycoprotein substrate + 0.5338 53.38%
CYP3A4 substrate + 0.6574 65.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8437 84.37%
CYP3A4 inhibition - 0.7765 77.65%
CYP2C9 inhibition - 0.8867 88.67%
CYP2C19 inhibition - 0.8431 84.31%
CYP2D6 inhibition - 0.9018 90.18%
CYP1A2 inhibition - 0.9152 91.52%
CYP2C8 inhibition - 0.7839 78.39%
CYP inhibitory promiscuity - 0.9320 93.20%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5236 52.36%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.9211 92.11%
Skin irritation - 0.7433 74.33%
Skin corrosion - 0.8958 89.58%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5578 55.78%
Micronuclear - 0.5141 51.41%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8364 83.64%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6515 65.15%
Acute Oral Toxicity (c) III 0.3599 35.99%
Estrogen receptor binding + 0.8533 85.33%
Androgen receptor binding + 0.6831 68.31%
Thyroid receptor binding + 0.5294 52.94%
Glucocorticoid receptor binding - 0.5911 59.11%
Aromatase binding + 0.5296 52.96%
PPAR gamma + 0.6471 64.71%
Honey bee toxicity - 0.7133 71.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.7527 75.27%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.28% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.91% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.61% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.57% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.45% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.21% 98.95%
CHEMBL1914 P06276 Butyrylcholinesterase 87.76% 95.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.03% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.94% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.88% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 86.28% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.31% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.42% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.27% 94.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.75% 92.78%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.50% 95.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.17% 91.03%

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.
Picrodendron baccatum

Cross-Links

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PubChem 85095799
LOTUS LTS0260137
wikiData Q105290835