2-[2-hydroxy-2-(7-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

Top
Internal ID cd95a636-70dd-4778-b617-12527f60b82b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 2-[2-hydroxy-2-(7-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C(CCC2(C1CC=C3C2CCC(C3)(C)C(COC4C(C(C(C(O4)CO)O)O)O)O)C)O)C
SMILES (Isomeric) CC1(C(CCC2(C1CC=C3C2CCC(C3)(C)C(COC4C(C(C(C(O4)CO)O)O)O)O)C)O)C
InChI InChI=1S/C26H44O8/c1-24(2)17-6-5-14-11-25(3,9-7-15(14)26(17,4)10-8-18(24)28)19(29)13-33-23-22(32)21(31)20(30)16(12-27)34-23/h5,15-23,27-32H,6-13H2,1-4H3
InChI Key JPFSFWZXKOQFLE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H44O8
Molecular Weight 484.60 g/mol
Exact Mass 484.30361836 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.10
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[2-hydroxy-2-(7-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7596 75.96%
Caco-2 - 0.7847 78.47%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7852 78.52%
OATP2B1 inhibitior - 0.5808 58.08%
OATP1B1 inhibitior + 0.8886 88.86%
OATP1B3 inhibitior - 0.3736 37.36%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.8811 88.11%
P-glycoprotein inhibitior - 0.5861 58.61%
P-glycoprotein substrate - 0.7902 79.02%
CYP3A4 substrate + 0.6583 65.83%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8992 89.92%
CYP2C9 inhibition - 0.8558 85.58%
CYP2C19 inhibition - 0.8577 85.77%
CYP2D6 inhibition - 0.9342 93.42%
CYP1A2 inhibition - 0.8388 83.88%
CYP2C8 inhibition - 0.6337 63.37%
CYP inhibitory promiscuity - 0.9440 94.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6894 68.94%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9524 95.24%
Skin irritation - 0.6547 65.47%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7912 79.12%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8826 88.26%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.7450 74.50%
Acute Oral Toxicity (c) III 0.7527 75.27%
Estrogen receptor binding + 0.5453 54.53%
Androgen receptor binding + 0.6606 66.06%
Thyroid receptor binding + 0.5922 59.22%
Glucocorticoid receptor binding + 0.6470 64.70%
Aromatase binding + 0.6190 61.90%
PPAR gamma - 0.5068 50.68%
Honey bee toxicity - 0.7324 73.24%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity + 0.9295 92.95%

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 98.32% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.90% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.97% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.57% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.65% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.30% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.03% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 89.05% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 88.08% 95.93%
CHEMBL2581 P07339 Cathepsin D 87.64% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.29% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.37% 94.75%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.68% 94.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.42% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.76% 96.61%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.49% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.28% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.51% 92.62%

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.
Palafoxia arida

Cross-Links

Top
PubChem 14488572
LOTUS LTS0069690
wikiData Q105132697