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4-[3-[3,14-dihydroxy-10,13-dimethyl-6-oxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-2-oxobutyl]-3,5-dimethyloxolan-2-one

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 04d80abd-a5a2-4a73-9642-5f48015d2548
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 4-[3-[3,14-dihydroxy-10,13-dimethyl-6-oxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-2-oxobutyl]-3,5-dimethyloxolan-2-one
SMILES (Canonical) CC1C(C(OC1=O)C)CC(=O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)O
SMILES (Isomeric) CC1C(C(OC1=O)C)CC(=O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)O
InChI InChI=1S/C35H52O13/c1-15-17(16(2)46-30(15)43)10-26(39)34(5,44)25-7-9-35(45)19-11-21(37)20-12-22(38)23(13-32(20,3)18(19)6-8-33(25,35)4)47-31-29(42)28(41)27(40)24(14-36)48-31/h11,15-18,20,22-25,27-29,31,36,38,40-42,44-45H,6-10,12-14H2,1-5H3
InChI Key GKRRLQHVGFYNKQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O13
Molecular Weight 680.80 g/mol
Exact Mass 680.34079171 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.08
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[3-[3,14-dihydroxy-10,13-dimethyl-6-oxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-2-oxobutyl]-3,5-dimethyloxolan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8652 86.52%
Caco-2 - 0.8598 85.98%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.8568 85.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8089 80.89%
OATP1B3 inhibitior + 0.9081 90.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5553 55.53%
BSEP inhibitior + 0.5720 57.20%
P-glycoprotein inhibitior + 0.7180 71.80%
P-glycoprotein substrate + 0.5787 57.87%
CYP3A4 substrate + 0.7394 73.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9041 90.41%
CYP3A4 inhibition - 0.7580 75.80%
CYP2C9 inhibition - 0.8923 89.23%
CYP2C19 inhibition - 0.9455 94.55%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.9100 91.00%
CYP2C8 inhibition + 0.6045 60.45%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4753 47.53%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9163 91.63%
Skin irritation + 0.6446 64.46%
Skin corrosion - 0.9367 93.67%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4126 41.26%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6084 60.84%
skin sensitisation - 0.9329 93.29%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7068 70.68%
Acute Oral Toxicity (c) III 0.4751 47.51%
Estrogen receptor binding + 0.7496 74.96%
Androgen receptor binding + 0.7589 75.89%
Thyroid receptor binding - 0.5365 53.65%
Glucocorticoid receptor binding + 0.7041 70.41%
Aromatase binding + 0.6863 68.63%
PPAR gamma + 0.6751 67.51%
Honey bee toxicity - 0.6866 68.66%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9668 96.68%

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 99.13% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.89% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.14% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.54% 94.45%
CHEMBL220 P22303 Acetylcholinesterase 94.13% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.51% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.64% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.55% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.15% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.26% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.22% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.94% 91.07%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.54% 96.61%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.96% 94.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.69% 97.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.65% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.27% 97.14%
CHEMBL2581 P07339 Cathepsin D 86.59% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.46% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.05% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.21% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.12% 92.50%
CHEMBL259 P32245 Melanocortin receptor 4 83.04% 95.38%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.43% 96.90%
CHEMBL5028 O14672 ADAM10 80.49% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.37% 91.24%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.30% 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.
Ajuga nipponensis

Cross-Links

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PubChem 162887602
LOTUS LTS0007954
wikiData Q105010226