2-[[14,15-Dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 75f06a44-a673-445e-b31a-184ba1a05efc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 2-[[14,15-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(CCCC2(C1CCC34C2CCC(C3)C(C4O)(CO)O)C)COC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) CC1(CCCC2(C1CCC34C2CCC(C3)C(C4O)(CO)O)C)COC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C26H44O9/c1-23(13-34-21-20(31)19(30)18(29)15(11-27)35-21)7-3-8-24(2)16(23)6-9-25-10-14(4-5-17(24)25)26(33,12-28)22(25)32/h14-22,27-33H,3-13H2,1-2H3
InChI Key IKBFZZPRIOQBPZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H44O9
Molecular Weight 500.60 g/mol
Exact Mass 500.29853298 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 1.30
Atomic LogP (AlogP) -0.09
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[14,15-Dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5172 51.72%
Caco-2 - 0.8154 81.54%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5362 53.62%
OATP2B1 inhibitior - 0.7185 71.85%
OATP1B1 inhibitior + 0.8852 88.52%
OATP1B3 inhibitior + 0.9485 94.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7534 75.34%
BSEP inhibitior - 0.7150 71.50%
P-glycoprotein inhibitior - 0.6472 64.72%
P-glycoprotein substrate - 0.7800 78.00%
CYP3A4 substrate + 0.6631 66.31%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8328 83.28%
CYP3A4 inhibition - 0.9347 93.47%
CYP2C9 inhibition - 0.8748 87.48%
CYP2C19 inhibition - 0.7831 78.31%
CYP2D6 inhibition - 0.9523 95.23%
CYP1A2 inhibition - 0.8637 86.37%
CYP2C8 inhibition + 0.4563 45.63%
CYP inhibitory promiscuity - 0.9631 96.31%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7281 72.81%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9390 93.90%
Skin irritation - 0.7024 70.24%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis - 0.7291 72.91%
Human Ether-a-go-go-Related Gene inhibition + 0.8005 80.05%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9337 93.37%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7242 72.42%
Acute Oral Toxicity (c) I 0.5588 55.88%
Estrogen receptor binding + 0.6143 61.43%
Androgen receptor binding + 0.6186 61.86%
Thyroid receptor binding + 0.5652 56.52%
Glucocorticoid receptor binding + 0.6121 61.21%
Aromatase binding + 0.6677 66.77%
PPAR gamma - 0.5312 53.12%
Honey bee toxicity - 0.8006 80.06%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.7773 77.73%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.84% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.76% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 95.59% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.63% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 93.49% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.76% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.23% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.13% 96.21%
CHEMBL259 P32245 Melanocortin receptor 4 87.44% 95.38%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.85% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.93% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.41% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.78% 94.45%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.94% 95.83%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.82% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 82.16% 92.50%
CHEMBL3012 Q13946 Phosphodiesterase 7A 81.21% 99.29%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.14% 86.33%

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.
Diplospora dubia

Cross-Links

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PubChem 162927763
LOTUS LTS0009467
wikiData Q105114259