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3-[3-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-(5-acetyloxy-5,6-dimethylheptan-2-yl)-4,4,10,13-tetramethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid

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 8fe039d5-2c8e-4077-b4dd-537978ea8ca3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 3-[3-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-(5-acetyloxy-5,6-dimethylheptan-2-yl)-4,4,10,13-tetramethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H77NO15/c1-23(2)46(10,63-26(5)52)19-13-24(3)27-15-20-47(42(57)58)29-11-12-32-43(6,7)33(16-17-44(32,8)28(29)14-18-45(27,47)9)61-41-39(38(56)36(54)31(22-50)60-41)62-40-34(48-25(4)51)37(55)35(53)30(21-49)59-40/h23-24,27,30-41,49-50,53-56H,11-22H2,1-10H3,(H,48,51)(H,57,58)
InChI Key WMOIUTVCNAQFAG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H77NO15
Molecular Weight 896.10 g/mol
Exact Mass 895.52932075 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.35
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[3-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-(5-acetyloxy-5,6-dimethylheptan-2-yl)-4,4,10,13-tetramethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5573 55.73%
Caco-2 - 0.8735 87.35%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7520 75.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7110 71.10%
OATP1B3 inhibitior + 0.8856 88.56%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7776 77.76%
BSEP inhibitior + 0.8666 86.66%
P-glycoprotein inhibitior + 0.7557 75.57%
P-glycoprotein substrate + 0.6248 62.48%
CYP3A4 substrate + 0.7344 73.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8795 87.95%
CYP3A4 inhibition - 0.9294 92.94%
CYP2C9 inhibition - 0.8782 87.82%
CYP2C19 inhibition - 0.8889 88.89%
CYP2D6 inhibition - 0.9462 94.62%
CYP1A2 inhibition - 0.8939 89.39%
CYP2C8 inhibition + 0.7026 70.26%
CYP inhibitory promiscuity - 0.7975 79.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5137 51.37%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9051 90.51%
Skin irritation - 0.7137 71.37%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7099 70.99%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.6116 61.16%
skin sensitisation - 0.8598 85.98%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6843 68.43%
Acute Oral Toxicity (c) III 0.6737 67.37%
Estrogen receptor binding + 0.8099 80.99%
Androgen receptor binding + 0.7618 76.18%
Thyroid receptor binding - 0.5278 52.78%
Glucocorticoid receptor binding + 0.7648 76.48%
Aromatase binding + 0.6480 64.80%
PPAR gamma + 0.7920 79.20%
Honey bee toxicity - 0.6674 66.74%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9483 94.83%

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 98.40% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.11% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.56% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.99% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.82% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.79% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.12% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.30% 94.33%
CHEMBL5028 O14672 ADAM10 88.79% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.46% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.03% 95.71%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.88% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.77% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.98% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.54% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.01% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.76% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.75% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.85% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.26% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 82.54% 97.79%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.36% 96.90%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.03% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.41% 85.14%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.37% 98.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.34% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 81.21% 91.19%
CHEMBL226 P30542 Adenosine A1 receptor 80.02% 95.93%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162928290
LOTUS LTS0213811
wikiData Q105308709