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2-[5-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[[2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-16-(3,4,5-trihydroxyoxan-2-yl)oxy-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-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 594a0323-0b60-4cfc-88ee-fcf9acabd0ba
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[5-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[[2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-16-(3,4,5-trihydroxyoxan-2-yl)oxy-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H84O22/c1-22(2)14-23-18-66-52-20-51(21-67-52)24(42(52)50(23,7)74-43-37(62)32(57)25(56)19-65-43)8-9-30-48(5)12-11-31(47(3,4)29(48)10-13-49(30,51)6)71-46-41(73-44-38(63)34(59)27(16-54)69-44)40(35(60)28(17-55)70-46)72-45-39(64)36(61)33(58)26(15-53)68-45/h14,23-46,53-64H,8-13,15-21H2,1-7H3
InChI Key INCDBMYQGSJPIF-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C52H84O22
Molecular Weight 1061.20 g/mol
Exact Mass 1060.54542430 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP 0.40
Atomic LogP (AlogP) -1.71
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[5-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[[2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-16-(3,4,5-trihydroxyoxan-2-yl)oxy-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-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 + 0.7395 73.95%
Caco-2 - 0.8915 89.15%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8244 82.44%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8691 86.91%
P-glycoprotein inhibitior + 0.7495 74.95%
P-glycoprotein substrate + 0.5242 52.42%
CYP3A4 substrate + 0.7476 74.76%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9226 92.26%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.7477 74.77%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9023 90.23%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8377 83.77%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.9375 93.75%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8823 88.23%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.7758 77.58%
Androgen receptor binding + 0.7648 76.48%
Thyroid receptor binding - 0.5215 52.15%
Glucocorticoid receptor binding + 0.7110 71.10%
Aromatase binding + 0.6523 65.23%
PPAR gamma + 0.7779 77.79%
Honey bee toxicity - 0.5580 55.80%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9306 93.06%

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 96.90% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.77% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.45% 95.93%
CHEMBL325 Q13547 Histone deacetylase 1 93.80% 95.92%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.94% 97.25%
CHEMBL2581 P07339 Cathepsin D 89.04% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.61% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.26% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.43% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.21% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.21% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.04% 97.09%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.57% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.42% 98.75%
CHEMBL237 P41145 Kappa opioid receptor 84.03% 98.10%
CHEMBL1937 Q92769 Histone deacetylase 2 83.92% 94.75%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.70% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.85% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.61% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.59% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.79% 95.58%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.61% 92.94%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.61% 97.47%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.58% 96.38%
CHEMBL5255 O00206 Toll-like receptor 4 80.09% 92.50%

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.
Bacopa monnieri

Cross-Links

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PubChem 162890498
LOTUS LTS0212003
wikiData Q105116092