[(1R)-4alpha-Hydroxy-4,8aalpha-dimethyl-6-isopropyl-1,2,3,4,4abeta,5,8,8a-octahydronaphthalene-1alpha-yl]beta-D-glucopyranoside

Details

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Internal ID 7cb30e5c-2089-4652-b115-64d50bb347bc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1R,4S,4aR,8aR)-4-hydroxy-4,8a-dimethyl-6-propan-2-yl-1,2,3,4a,5,8-hexahydronaphthalen-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C)C1=CCC2(C(CCC(C2C1)(C)O)OC3C(C(C(C(O3)CO)O)O)O)C
SMILES (Isomeric) CC(C)C1=CC[C@]2([C@@H](CC[C@]([C@@H]2C1)(C)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C
InChI InChI=1S/C21H36O7/c1-11(2)12-5-7-20(3)14(9-12)21(4,26)8-6-15(20)28-19-18(25)17(24)16(23)13(10-22)27-19/h5,11,13-19,22-26H,6-10H2,1-4H3/t13-,14-,15-,16-,17+,18-,19+,20-,21+/m1/s1
InChI Key HCRQWBBNINIIPL-YNHJZOENSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H36O7
Molecular Weight 400.50 g/mol
Exact Mass 400.24610348 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.72
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R)-4alpha-Hydroxy-4,8aalpha-dimethyl-6-isopropyl-1,2,3,4,4abeta,5,8,8a-octahydronaphthalene-1alpha-yl]beta-D-glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7774 77.74%
Caco-2 - 0.7589 75.89%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7586 75.86%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8862 88.62%
OATP1B3 inhibitior - 0.2375 23.75%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6292 62.92%
BSEP inhibitior - 0.9042 90.42%
P-glycoprotein inhibitior - 0.7745 77.45%
P-glycoprotein substrate - 0.8823 88.23%
CYP3A4 substrate + 0.6316 63.16%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.8397 83.97%
CYP2C9 inhibition - 0.8101 81.01%
CYP2C19 inhibition - 0.8398 83.98%
CYP2D6 inhibition - 0.9348 93.48%
CYP1A2 inhibition - 0.7856 78.56%
CYP2C8 inhibition - 0.7100 71.00%
CYP inhibitory promiscuity - 0.9194 91.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7314 73.14%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9694 96.94%
Skin irritation - 0.6174 61.74%
Skin corrosion - 0.9531 95.31%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5063 50.63%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7696 76.96%
skin sensitisation - 0.8810 88.10%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6045 60.45%
Acute Oral Toxicity (c) III 0.6520 65.20%
Estrogen receptor binding + 0.5430 54.30%
Androgen receptor binding - 0.4853 48.53%
Thyroid receptor binding + 0.6072 60.72%
Glucocorticoid receptor binding + 0.5889 58.89%
Aromatase binding + 0.6308 63.08%
PPAR gamma + 0.5248 52.48%
Honey bee toxicity - 0.8519 85.19%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9375 93.75%

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 97.52% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.85% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.92% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.76% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.09% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.08% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.84% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.80% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.48% 95.93%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.36% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 85.23% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 83.72% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.45% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.08% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.67% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.17% 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.
Artemisia gmelinii
Aster koraiensis
Baccharis thesioides
Bonnetia paniculata
Chrysanthemum zawadzkii subsp. zawadzkii
Glycosmis ovoidea
Raukaua simplex
Veronica chamaedrys
Vitex agnus-castus

Cross-Links

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PubChem 102523032
NPASS NPC311142
LOTUS LTS0190218
wikiData Q105025944