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(1'R,2R,4R,5'S)-6,6,6',6',8,8-hexamethyl-4-(2-methylpropyl)spiro[3,4-dihydrochromene-2,2'-bicyclo[3.1.1]heptane]-5,7-dione

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 796d3a9a-66bc-4258-9f12-e32f4b04bac6
Taxonomy Organoheterocyclic compounds > Benzopyrans
IUPAC Name (1'R,2R,4R,5'S)-6,6,6',6',8,8-hexamethyl-4-(2-methylpropyl)spiro[3,4-dihydrochromene-2,2'-bicyclo[3.1.1]heptane]-5,7-dione
SMILES (Canonical) CC(C)CC1CC2(CCC3CC2C3(C)C)OC4=C1C(=O)C(C(=O)C4(C)C)(C)C
SMILES (Isomeric) CC(C)C[C@@H]1C[C@@]2(CC[C@H]3C[C@@H]2C3(C)C)OC4=C1C(=O)C(C(=O)C4(C)C)(C)C
InChI InChI=1S/C25H38O3/c1-14(2)11-15-13-25(10-9-16-12-17(25)22(16,3)4)28-20-18(15)19(26)23(5,6)21(27)24(20,7)8/h14-17H,9-13H2,1-8H3/t15-,16+,17-,25-/m1/s1
InChI Key KLOIQEXOEVJBFB-PDVBNWKYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H38O3
Molecular Weight 386.60 g/mol
Exact Mass 386.28209507 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.72
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1'R,2R,4R,5'S)-6,6,6',6',8,8-hexamethyl-4-(2-methylpropyl)spiro[3,4-dihydrochromene-2,2'-bicyclo[3.1.1]heptane]-5,7-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9951 99.51%
Caco-2 + 0.6861 68.61%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.7315 73.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9049 90.49%
OATP1B3 inhibitior + 0.9557 95.57%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior - 0.9149 91.49%
P-glycoprotein inhibitior - 0.5198 51.98%
P-glycoprotein substrate - 0.7289 72.89%
CYP3A4 substrate + 0.6325 63.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8192 81.92%
CYP3A4 inhibition - 0.6457 64.57%
CYP2C9 inhibition - 0.8459 84.59%
CYP2C19 inhibition - 0.8053 80.53%
CYP2D6 inhibition - 0.9382 93.82%
CYP1A2 inhibition - 0.7420 74.20%
CYP2C8 inhibition - 0.7637 76.37%
CYP inhibitory promiscuity - 0.8125 81.25%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5923 59.23%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.8551 85.51%
Skin irritation - 0.5502 55.02%
Skin corrosion - 0.9246 92.46%
Ames mutagenesis - 0.6215 62.15%
Human Ether-a-go-go-Related Gene inhibition - 0.5864 58.64%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.5149 51.49%
skin sensitisation - 0.6082 60.82%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.6252 62.52%
Acute Oral Toxicity (c) III 0.7315 73.15%
Estrogen receptor binding + 0.8199 81.99%
Androgen receptor binding + 0.6457 64.57%
Thyroid receptor binding + 0.6786 67.86%
Glucocorticoid receptor binding + 0.7516 75.16%
Aromatase binding + 0.5949 59.49%
PPAR gamma + 0.6756 67.56%
Honey bee toxicity - 0.7949 79.49%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9854 98.54%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.70% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.86% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.80% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 96.51% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.02% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 94.80% 94.75%
CHEMBL2581 P07339 Cathepsin D 93.28% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.30% 94.45%
CHEMBL238 Q01959 Dopamine transporter 88.89% 95.88%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.81% 96.38%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 88.67% 88.81%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.07% 85.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.83% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.59% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.01% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.04% 95.71%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.73% 92.88%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.46% 95.58%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.99% 90.08%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.23% 90.24%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.65% 99.23%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.31% 97.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.74% 93.99%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.44% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.26% 91.11%
CHEMBL1871 P10275 Androgen Receptor 80.66% 96.43%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.62% 91.38%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.32% 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.
Kunzea ericoides

Cross-Links

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PubChem 10949067
LOTUS LTS0227744
wikiData Q105142719