5,9,10-Trihydroxy-3'-(2-hydroxy-1-methoxyethylidene)-8-methoxy-7-methyl-10-propan-2-ylspiro[3-oxatricyclo[5.3.1.04,11]undec-1(11)-ene-6,5'-oxolane]-2,2'-dione

Details

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Internal ID 715ee977-bdff-4d49-ab38-a491d52767b5
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name 5,9,10-trihydroxy-3'-(2-hydroxy-1-methoxyethylidene)-8-methoxy-7-methyl-10-propan-2-ylspiro[3-oxatricyclo[5.3.1.04,11]undec-1(11)-ene-6,5'-oxolane]-2,2'-dione
SMILES (Canonical) CC(C)C1(C(C(C2(C3=C1C(=O)OC3C(C24CC(=C(CO)OC)C(=O)O4)O)C)OC)O)O
SMILES (Isomeric) CC(C)C1(C(C(C2(C3=C1C(=O)OC3C(C24CC(=C(CO)OC)C(=O)O4)O)C)OC)O)O
InChI InChI=1S/C21H28O10/c1-8(2)21(27)12-11-13(30-18(12)26)14(23)20(19(11,3)16(29-5)15(21)24)6-9(17(25)31-20)10(7-22)28-4/h8,13-16,22-24,27H,6-7H2,1-5H3
InChI Key XMAGTDSEMQPGBK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O10
Molecular Weight 440.40 g/mol
Exact Mass 440.16824709 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -1.06
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,9,10-Trihydroxy-3'-(2-hydroxy-1-methoxyethylidene)-8-methoxy-7-methyl-10-propan-2-ylspiro[3-oxatricyclo[5.3.1.04,11]undec-1(11)-ene-6,5'-oxolane]-2,2'-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9470 94.70%
Caco-2 - 0.6355 63.55%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8469 84.69%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.9109 91.09%
OATP1B3 inhibitior + 0.9252 92.52%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5681 56.81%
P-glycoprotein inhibitior - 0.6824 68.24%
P-glycoprotein substrate + 0.5391 53.91%
CYP3A4 substrate + 0.6510 65.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.6384 63.84%
CYP2C9 inhibition - 0.7864 78.64%
CYP2C19 inhibition - 0.8784 87.84%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.8242 82.42%
CYP2C8 inhibition - 0.7896 78.96%
CYP inhibitory promiscuity - 0.8807 88.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4444 44.44%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.8983 89.83%
Skin irritation - 0.6648 66.48%
Skin corrosion - 0.9355 93.55%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6951 69.51%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8505 85.05%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6932 69.32%
Acute Oral Toxicity (c) III 0.5707 57.07%
Estrogen receptor binding + 0.7114 71.14%
Androgen receptor binding + 0.6844 68.44%
Thyroid receptor binding + 0.5345 53.45%
Glucocorticoid receptor binding + 0.6615 66.15%
Aromatase binding + 0.5832 58.32%
PPAR gamma + 0.6435 64.35%
Honey bee toxicity - 0.8049 80.49%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9365 93.65%

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 98.31% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.89% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.17% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.41% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.78% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.81% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.66% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.55% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.24% 91.07%
CHEMBL2996 Q05655 Protein kinase C delta 85.36% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.96% 94.00%
CHEMBL4208 P20618 Proteasome component C5 83.74% 90.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.69% 91.24%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.58% 92.88%
CHEMBL299 P17252 Protein kinase C alpha 83.37% 98.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.64% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.52% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.28% 96.77%

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 162998463
LOTUS LTS0244559
wikiData Q105330603