(1'R,2S,5'S)-5,7-dihydroxy-6',6'-dimethyl-6-(3-methylbutanoyl)spiro[3,4-dihydrochromene-2,2'-bicyclo[3.1.1]heptane]-8-carbaldehyde

Details

Top
Internal ID 4d74e3e7-deba-4bde-a54b-67793d03bd55
Taxonomy Benzenoids > Benzene and substituted derivatives > Butyrophenones
IUPAC Name (1'R,2S,5'S)-5,7-dihydroxy-6',6'-dimethyl-6-(3-methylbutanoyl)spiro[3,4-dihydrochromene-2,2'-bicyclo[3.1.1]heptane]-8-carbaldehyde
SMILES (Canonical) CC(C)CC(=O)C1=C(C(=C2C(=C1O)CCC3(O2)CCC4CC3C4(C)C)C=O)O
SMILES (Isomeric) CC(C)CC(=O)C1=C(C(=C2C(=C1O)CC[C@@]3(O2)CC[C@H]4C[C@@H]3C4(C)C)C=O)O
InChI InChI=1S/C23H30O5/c1-12(2)9-16(25)18-19(26)14-6-8-23(28-21(14)15(11-24)20(18)27)7-5-13-10-17(23)22(13,3)4/h11-13,17,26-27H,5-10H2,1-4H3/t13-,17+,23-/m0/s1
InChI Key XREJXBXJCWWRFP-IWBYOKNISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H30O5
Molecular Weight 386.50 g/mol
Exact Mass 386.20932405 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.66
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1'R,2S,5'S)-5,7-dihydroxy-6',6'-dimethyl-6-(3-methylbutanoyl)spiro[3,4-dihydrochromene-2,2'-bicyclo[3.1.1]heptane]-8-carbaldehyde

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9494 94.94%
Caco-2 + 0.6272 62.72%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8176 81.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7872 78.72%
OATP1B3 inhibitior + 0.8886 88.86%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.5153 51.53%
P-glycoprotein inhibitior - 0.6403 64.03%
P-glycoprotein substrate - 0.5925 59.25%
CYP3A4 substrate + 0.6549 65.49%
CYP2C9 substrate - 0.6062 60.62%
CYP2D6 substrate - 0.8045 80.45%
CYP3A4 inhibition - 0.5324 53.24%
CYP2C9 inhibition - 0.8122 81.22%
CYP2C19 inhibition - 0.8342 83.42%
CYP2D6 inhibition - 0.9218 92.18%
CYP1A2 inhibition + 0.5696 56.96%
CYP2C8 inhibition + 0.5103 51.03%
CYP inhibitory promiscuity - 0.8681 86.81%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7549 75.49%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.7886 78.86%
Skin irritation - 0.7140 71.40%
Skin corrosion - 0.9211 92.11%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6488 64.88%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5149 51.49%
skin sensitisation - 0.8614 86.14%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5974 59.74%
Estrogen receptor binding + 0.7496 74.96%
Androgen receptor binding + 0.6945 69.45%
Thyroid receptor binding + 0.6112 61.12%
Glucocorticoid receptor binding + 0.8703 87.03%
Aromatase binding + 0.6712 67.12%
PPAR gamma + 0.6903 69.03%
Honey bee toxicity - 0.7777 77.77%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9896 98.96%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.73% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.68% 91.11%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 94.06% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.86% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.76% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.07% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.57% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.33% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.27% 100.00%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 86.91% 98.11%
CHEMBL2581 P07339 Cathepsin D 86.86% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.87% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.22% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.53% 89.05%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.14% 94.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.44% 89.67%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 80.72% 95.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.44% 95.89%

Plants that contains it

Top
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.
Eucalyptus grandis

Cross-Links

Top
PubChem 163088694
LOTUS LTS0042387
wikiData Q105340418