(1S,5R,7R)-3-[(3,4-dihydroxyphenyl)-hydroxymethylidene]-6,6-dimethyl-5,7-bis(3-methylbut-3-enyl)-1-[(2,4,4-trimethylcyclohex-2-en-1-yl)methyl]bicyclo[3.3.1]nonane-2,4,9-trione

Details

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Internal ID e5614f68-22c1-438c-809a-b4ff6d5bccf6
Taxonomy Benzenoids > Phenols > Benzenediols > Catechols
IUPAC Name (1S,5R,7R)-3-[(3,4-dihydroxyphenyl)-hydroxymethylidene]-6,6-dimethyl-5,7-bis(3-methylbut-3-enyl)-1-[(2,4,4-trimethylcyclohex-2-en-1-yl)methyl]bicyclo[3.3.1]nonane-2,4,9-trione
SMILES (Canonical) CC1=CC(CCC1CC23CC(C(C(C2=O)(C(=O)C(=C(C4=CC(=C(C=C4)O)O)O)C3=O)CCC(=C)C)(C)C)CCC(=C)C)(C)C
SMILES (Isomeric) CC1=CC(CCC1C[C@]23C[C@H](C([C@](C2=O)(C(=O)C(=C(C4=CC(=C(C=C4)O)O)O)C3=O)CCC(=C)C)(C)C)CCC(=C)C)(C)C
InChI InChI=1S/C38H50O6/c1-22(2)10-12-27-21-37(20-26-15-16-35(6,7)19-24(26)5)32(42)30(31(41)25-11-13-28(39)29(40)18-25)33(43)38(34(37)44,36(27,8)9)17-14-23(3)4/h11,13,18-19,26-27,39-41H,1,3,10,12,14-17,20-21H2,2,4-9H3/t26?,27-,37-,38+/m1/s1
InChI Key MNZYNYNMFDXQAB-LTBOAJMNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H50O6
Molecular Weight 602.80 g/mol
Exact Mass 602.36073931 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 10.10
Atomic LogP (AlogP) 8.59
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,5R,7R)-3-[(3,4-dihydroxyphenyl)-hydroxymethylidene]-6,6-dimethyl-5,7-bis(3-methylbut-3-enyl)-1-[(2,4,4-trimethylcyclohex-2-en-1-yl)methyl]bicyclo[3.3.1]nonane-2,4,9-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 - 0.7760 77.60%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8216 82.16%
OATP2B1 inhibitior - 0.7093 70.93%
OATP1B1 inhibitior + 0.8488 84.88%
OATP1B3 inhibitior + 0.8368 83.68%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9848 98.48%
P-glycoprotein inhibitior + 0.7041 70.41%
P-glycoprotein substrate + 0.5948 59.48%
CYP3A4 substrate + 0.6692 66.92%
CYP2C9 substrate - 0.7943 79.43%
CYP2D6 substrate - 0.8625 86.25%
CYP3A4 inhibition - 0.7828 78.28%
CYP2C9 inhibition - 0.5552 55.52%
CYP2C19 inhibition - 0.6079 60.79%
CYP2D6 inhibition - 0.9020 90.20%
CYP1A2 inhibition + 0.6610 66.10%
CYP2C8 inhibition + 0.7905 79.05%
CYP inhibitory promiscuity - 0.7758 77.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6770 67.70%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8933 89.33%
Skin irritation - 0.6352 63.52%
Skin corrosion - 0.9305 93.05%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7909 79.09%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.5487 54.87%
skin sensitisation - 0.6200 62.00%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5166 51.66%
Acute Oral Toxicity (c) III 0.6711 67.11%
Estrogen receptor binding + 0.7414 74.14%
Androgen receptor binding + 0.7368 73.68%
Thyroid receptor binding + 0.6031 60.31%
Glucocorticoid receptor binding + 0.7477 74.77%
Aromatase binding + 0.7500 75.00%
PPAR gamma + 0.6447 64.47%
Honey bee toxicity - 0.7849 78.49%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL1951 P21397 Monoamine oxidase A 98.85% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.54% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.30% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.43% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.74% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 88.94% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.45% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.56% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.03% 93.40%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.70% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.39% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.16% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.94% 94.80%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.89% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.40% 94.62%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.89% 90.24%
CHEMBL4581 P52732 Kinesin-like protein 1 80.62% 93.18%

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.
Moronobea coccinea

Cross-Links

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PubChem 102283886
LOTUS LTS0007187
wikiData Q104400393