(2aR,5aR,6S,7R,9S,9aR)-6-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2a-(hydroxymethyl)-7-methyl-3,4,5,5a,6,7,8,9-octahydro-1H-naphtho[8,8a-b]oxet-9-ol

Details

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Internal ID f83179a9-c479-4e9b-a6a5-c75d733a7f30
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name (2aR,5aR,6S,7R,9S,9aR)-6-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2a-(hydroxymethyl)-7-methyl-3,4,5,5a,6,7,8,9-octahydro-1H-naphtho[8,8a-b]oxet-9-ol
SMILES (Canonical) CC1CC(C23COC2(CCCC3C1CC(C4=COC=C4)O)CO)O
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]23CO[C@@]2(CCC[C@@H]3[C@H]1C[C@@H](C4=COC=C4)O)CO)O
InChI InChI=1S/C19H28O5/c1-12-7-17(22)19-11-24-18(19,10-20)5-2-3-15(19)14(12)8-16(21)13-4-6-23-9-13/h4,6,9,12,14-17,20-22H,2-3,5,7-8,10-11H2,1H3/t12-,14+,15-,16+,17+,18+,19+/m1/s1
InChI Key ISZZNARJYQMNGG-RFVDNKNZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H28O5
Molecular Weight 336.40 g/mol
Exact Mass 336.19367399 g/mol
Topological Polar Surface Area (TPSA) 83.10 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2aR,5aR,6S,7R,9S,9aR)-6-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2a-(hydroxymethyl)-7-methyl-3,4,5,5a,6,7,8,9-octahydro-1H-naphtho[8,8a-b]oxet-9-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9609 96.09%
Caco-2 - 0.6255 62.55%
Blood Brain Barrier + 0.5635 56.35%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5719 57.19%
OATP2B1 inhibitior - 0.8641 86.41%
OATP1B1 inhibitior + 0.7774 77.74%
OATP1B3 inhibitior + 0.9428 94.28%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5893 58.93%
BSEP inhibitior - 0.6144 61.44%
P-glycoprotein inhibitior - 0.8851 88.51%
P-glycoprotein substrate - 0.5200 52.00%
CYP3A4 substrate + 0.6137 61.37%
CYP2C9 substrate - 0.6054 60.54%
CYP2D6 substrate - 0.6810 68.10%
CYP3A4 inhibition - 0.7211 72.11%
CYP2C9 inhibition - 0.8007 80.07%
CYP2C19 inhibition - 0.7143 71.43%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.8411 84.11%
CYP2C8 inhibition + 0.5081 50.81%
CYP inhibitory promiscuity - 0.9206 92.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.5214 52.14%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9912 99.12%
Skin irritation - 0.6719 67.19%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.7681 76.81%
Human Ether-a-go-go-Related Gene inhibition - 0.3684 36.84%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9002 90.02%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8421 84.21%
Acute Oral Toxicity (c) III 0.5294 52.94%
Estrogen receptor binding + 0.9081 90.81%
Androgen receptor binding + 0.6981 69.81%
Thyroid receptor binding + 0.6991 69.91%
Glucocorticoid receptor binding + 0.8523 85.23%
Aromatase binding + 0.7595 75.95%
PPAR gamma + 0.5450 54.50%
Honey bee toxicity - 0.8448 84.48%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8703 87.03%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.32% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 96.06% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.01% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.51% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.82% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.55% 95.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.68% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.74% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.58% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.19% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.07% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.99% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.34% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.40% 100.00%

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.
Teucrium massiliense

Cross-Links

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PubChem 100916628
LOTUS LTS0172704
wikiData Q105119930