(9S)-3,9-dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadecan-7-one

Details

Top
Internal ID 530ee0b2-485d-48b4-9249-7b749c478c2f
Taxonomy Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
IUPAC Name (9S)-3,9-dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadecan-7-one
SMILES (Canonical) COC1CC2CCCCC(CC(=O)C3CCC(C(C3)C(C2)C1OC)O)O
SMILES (Isomeric) COC1CC2CCCC[C@@H](CC(=O)C3CCC(C(C3)C(C2)C1OC)O)O
InChI InChI=1S/C21H36O5/c1-25-20-10-13-5-3-4-6-15(22)12-19(24)14-7-8-18(23)16(11-14)17(9-13)21(20)26-2/h13-18,20-23H,3-12H2,1-2H3/t13?,14?,15-,16?,17?,18?,20?,21?/m0/s1
InChI Key MPYSGHUZXYYOPO-OPLPZPHJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H36O5
Molecular Weight 368.50 g/mol
Exact Mass 368.25627424 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.71
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (9S)-3,9-dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadecan-7-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9835 98.35%
Caco-2 - 0.6102 61.02%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8141 81.41%
OATP2B1 inhibitior - 0.8561 85.61%
OATP1B1 inhibitior + 0.9120 91.20%
OATP1B3 inhibitior + 0.9300 93.00%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7858 78.58%
BSEP inhibitior - 0.8362 83.62%
P-glycoprotein inhibitior - 0.8478 84.78%
P-glycoprotein substrate - 0.6438 64.38%
CYP3A4 substrate + 0.6424 64.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7149 71.49%
CYP3A4 inhibition - 0.7698 76.98%
CYP2C9 inhibition - 0.9034 90.34%
CYP2C19 inhibition - 0.7968 79.68%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition + 0.5663 56.63%
CYP2C8 inhibition - 0.8283 82.83%
CYP inhibitory promiscuity - 0.9540 95.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6863 68.63%
Eye corrosion - 0.9814 98.14%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.6042 60.42%
Skin corrosion - 0.9122 91.22%
Ames mutagenesis - 0.6998 69.98%
Human Ether-a-go-go-Related Gene inhibition - 0.4381 43.81%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5457 54.57%
skin sensitisation - 0.8562 85.62%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5564 55.64%
Acute Oral Toxicity (c) III 0.5224 52.24%
Estrogen receptor binding + 0.5440 54.40%
Androgen receptor binding + 0.6523 65.23%
Thyroid receptor binding + 0.5786 57.86%
Glucocorticoid receptor binding + 0.5836 58.36%
Aromatase binding - 0.6594 65.94%
PPAR gamma - 0.5901 59.01%
Honey bee toxicity - 0.8331 83.31%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8302 83.02%

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 94.76% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.18% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.49% 98.95%
CHEMBL1902 P62942 FK506-binding protein 1A 89.45% 97.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.53% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 85.88% 92.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.77% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.19% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.08% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.82% 90.71%

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.
Rhoiptelea chiliantha

Cross-Links

Top
PubChem 102445794
LOTUS LTS0043850
wikiData Q105169832