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2-[[6-[[5,8-Dihydroxy-4a-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-8-methyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 65174c26-8e2a-4640-b232-aee46ce0efb0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name 2-[[6-[[5,8-dihydroxy-4a-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-8-methyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(CCC(C2(C1C(C(CC2)C(C)(C)O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)CO)O)O
SMILES (Isomeric) CC1(CCC(C2(C1C(C(CC2)C(C)(C)O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)CO)O)O
InChI InChI=1S/C27H48O15/c1-25(2,37)11-4-7-27(10-29)14(30)5-6-26(3,38)22(27)21(11)42-24-20(36)18(34)16(32)13(41-24)9-39-23-19(35)17(33)15(31)12(8-28)40-23/h11-24,28-38H,4-10H2,1-3H3
InChI Key MGSRGGLQSUEKBX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H48O15
Molecular Weight 612.70 g/mol
Exact Mass 612.29932082 g/mol
Topological Polar Surface Area (TPSA) 259.00 Ų
XlogP -3.80
Atomic LogP (AlogP) -4.32
H-Bond Acceptor 15
H-Bond Donor 11
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[6-[[5,8-Dihydroxy-4a-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-8-methyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]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 - 0.5618 56.18%
Caco-2 - 0.8699 86.99%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6860 68.60%
OATP2B1 inhibitior - 0.7306 73.06%
OATP1B1 inhibitior + 0.9094 90.94%
OATP1B3 inhibitior + 0.8281 82.81%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior - 0.8123 81.23%
P-glycoprotein inhibitior - 0.5403 54.03%
P-glycoprotein substrate - 0.7512 75.12%
CYP3A4 substrate + 0.6728 67.28%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8352 83.52%
CYP3A4 inhibition - 0.9470 94.70%
CYP2C9 inhibition - 0.9033 90.33%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9629 96.29%
CYP1A2 inhibition - 0.9072 90.72%
CYP2C8 inhibition - 0.5650 56.50%
CYP inhibitory promiscuity - 0.9826 98.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6935 69.35%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9208 92.08%
Skin irritation - 0.7470 74.70%
Skin corrosion - 0.9594 95.94%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6667 66.67%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6278 62.78%
skin sensitisation - 0.9301 93.01%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity - 0.6922 69.22%
Acute Oral Toxicity (c) III 0.4179 41.79%
Estrogen receptor binding + 0.6619 66.19%
Androgen receptor binding + 0.5589 55.89%
Thyroid receptor binding - 0.5227 52.27%
Glucocorticoid receptor binding - 0.4826 48.26%
Aromatase binding + 0.7044 70.44%
PPAR gamma + 0.5954 59.54%
Honey bee toxicity - 0.7454 74.54%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.7561 75.61%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.77% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.93% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.45% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.99% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.80% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.09% 96.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 90.74% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.78% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.07% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.81% 93.04%
CHEMBL2996 Q05655 Protein kinase C delta 86.54% 97.79%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.82% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.00% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.97% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.10% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.00% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.34% 96.21%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.17% 97.14%
CHEMBL1871 P10275 Androgen Receptor 82.05% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.42% 86.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.40% 89.05%

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.
Dictamnus dasycarpus

Cross-Links

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PubChem 162943185
LOTUS LTS0041101
wikiData Q105163564