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3-[3-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxyoxan-2-yl]oxy-4,4,10,13-tetramethyl-17-(6-methyl-5-methylideneheptan-2-yl)-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 670944f5-39f5-43b5-aeb7-7e4b6c30e561
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-[3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxyoxan-2-yl]oxy-4,4,10,13-tetramethyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid
SMILES (Canonical) CC(C)C(=C)CCC(C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC5C(C(C(CO5)O)OC6C(C(C(CO6)OC7C(C(C(CO7)O)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)NC(=O)C)C)C)C(=O)O
SMILES (Isomeric) CC(C)C(=C)CCC(C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC5C(C(C(CO5)O)OC6C(C(C(CO6)OC7C(C(C(CO7)O)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)NC(=O)C)C)C)C(=O)O
InChI InChI=1S/C54H87NO20/c1-24(2)25(3)10-11-26(4)28-15-19-54(50(66)67)30-12-13-35-51(6,7)36(16-17-52(35,8)29(30)14-18-53(28,54)9)73-49-45(75-46-37(55-27(5)57)41(63)39(61)33(20-56)71-46)44(32(59)22-69-49)74-48-43(65)40(62)34(23-70-48)72-47-42(64)38(60)31(58)21-68-47/h24,26,28,31-49,56,58-65H,3,10-23H2,1-2,4-9H3,(H,55,57)(H,66,67)
InChI Key MVPBHQIYWHNLGO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H87NO20
Molecular Weight 1070.30 g/mol
Exact Mass 1069.58214416 g/mol
Topological Polar Surface Area (TPSA) 322.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.15
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 16

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-[3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxyoxan-2-yl]oxy-4,4,10,13-tetramethyl-17-(6-methyl-5-methylideneheptan-2-yl)-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 + 0.5891 58.91%
Caco-2 - 0.8707 87.07%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7036 70.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7344 73.44%
OATP1B3 inhibitior + 0.8984 89.84%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8526 85.26%
BSEP inhibitior + 0.8907 89.07%
P-glycoprotein inhibitior + 0.7471 74.71%
P-glycoprotein substrate + 0.6848 68.48%
CYP3A4 substrate + 0.7442 74.42%
CYP2C9 substrate - 0.8140 81.40%
CYP2D6 substrate - 0.8740 87.40%
CYP3A4 inhibition - 0.8451 84.51%
CYP2C9 inhibition - 0.8651 86.51%
CYP2C19 inhibition - 0.8771 87.71%
CYP2D6 inhibition - 0.9382 93.82%
CYP1A2 inhibition - 0.8912 89.12%
CYP2C8 inhibition + 0.7608 76.08%
CYP inhibitory promiscuity - 0.8431 84.31%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5032 50.32%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9011 90.11%
Skin irritation - 0.6976 69.76%
Skin corrosion - 0.9253 92.53%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7607 76.07%
Micronuclear + 0.7000 70.00%
Hepatotoxicity - 0.6677 66.77%
skin sensitisation - 0.8508 85.08%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5285 52.85%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.8102 81.02%
Androgen receptor binding + 0.7522 75.22%
Thyroid receptor binding + 0.5411 54.11%
Glucocorticoid receptor binding + 0.7605 76.05%
Aromatase binding + 0.6284 62.84%
PPAR gamma + 0.8030 80.30%
Honey bee toxicity - 0.6318 63.18%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9604 96.04%

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 99.44% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.99% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.53% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.21% 95.17%
CHEMBL4040 P28482 MAP kinase ERK2 96.91% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.91% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.86% 91.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.83% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 90.56% 90.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.48% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.16% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.81% 94.33%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 89.41% 92.78%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.25% 89.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 88.31% 95.71%
CHEMBL5028 O14672 ADAM10 87.88% 97.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.67% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.28% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 87.10% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.74% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 85.11% 92.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.05% 95.83%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.79% 82.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.44% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.24% 92.62%
CHEMBL259 P32245 Melanocortin receptor 4 84.06% 95.38%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.67% 97.36%
CHEMBL2514 O95665 Neurotensin receptor 2 83.66% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.61% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.34% 95.50%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.06% 95.36%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.06% 90.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.52% 96.90%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.35% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.27% 93.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.45% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.32% 100.00%

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 162940898
LOTUS LTS0263952
wikiData Q105173216