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[17-(5,6-dihydroxy-6-methylheptan-2-yl)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 5-[(1-acetyloxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)amino]-3-hydroxy-3-methyl-5-oxopentanoate

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 e570d1d9-b251-44e4-b290-c67eccab68c1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [17-(5,6-dihydroxy-6-methylheptan-2-yl)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 5-[(1-acetyloxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)amino]-3-hydroxy-3-methyl-5-oxopentanoate
SMILES (Canonical) CC(CCC(C(C)(C)O)O)C1CCC2(C1(C(CC3=C2CCC4C3(CC(C(C4(C)C)O)OC(=O)CC(C)(CC(=O)NC(C(C5=CC=CC=C5)OC(=O)C)C(=O)OC)O)C)O)C)C
SMILES (Isomeric) CC(CCC(C(C)(C)O)O)C1CCC2(C1(C(CC3=C2CCC4C3(CC(C(C4(C)C)O)OC(=O)CC(C)(CC(=O)NC(C(C5=CC=CC=C5)OC(=O)C)C(=O)OC)O)C)O)C)C
InChI InChI=1S/C48H73NO12/c1-27(17-20-35(51)44(5,6)57)30-21-22-47(9)31-18-19-34-43(3,4)41(55)33(24-46(34,8)32(31)23-36(52)48(30,47)10)61-38(54)26-45(7,58)25-37(53)49-39(42(56)59-11)40(60-28(2)50)29-15-13-12-14-16-29/h12-16,27,30,33-36,39-41,51-52,55,57-58H,17-26H2,1-11H3,(H,49,53)
InChI Key AAJAPPYEUBJOGG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H73NO12
Molecular Weight 856.10 g/mol
Exact Mass 855.51327676 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.63
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [17-(5,6-dihydroxy-6-methylheptan-2-yl)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 5-[(1-acetyloxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)amino]-3-hydroxy-3-methyl-5-oxopentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9610 96.10%
Caco-2 - 0.8602 86.02%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6660 66.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7996 79.96%
OATP1B3 inhibitior + 0.8927 89.27%
MATE1 inhibitior - 0.9254 92.54%
OCT2 inhibitior - 0.8072 80.72%
BSEP inhibitior + 0.9715 97.15%
P-glycoprotein inhibitior + 0.7558 75.58%
P-glycoprotein substrate + 0.8005 80.05%
CYP3A4 substrate + 0.7510 75.10%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8430 84.30%
CYP3A4 inhibition - 0.7996 79.96%
CYP2C9 inhibition - 0.5731 57.31%
CYP2C19 inhibition - 0.5868 58.68%
CYP2D6 inhibition - 0.9101 91.01%
CYP1A2 inhibition - 0.7071 70.71%
CYP2C8 inhibition + 0.7412 74.12%
CYP inhibitory promiscuity - 0.5948 59.48%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5994 59.94%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9048 90.48%
Skin irritation - 0.7124 71.24%
Skin corrosion - 0.9363 93.63%
Ames mutagenesis - 0.6637 66.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6914 69.14%
Micronuclear + 0.7000 70.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8630 86.30%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.4728 47.28%
Acute Oral Toxicity (c) III 0.4474 44.74%
Estrogen receptor binding + 0.7871 78.71%
Androgen receptor binding + 0.7597 75.97%
Thyroid receptor binding + 0.6026 60.26%
Glucocorticoid receptor binding + 0.7606 76.06%
Aromatase binding + 0.6249 62.49%
PPAR gamma + 0.8054 80.54%
Honey bee toxicity - 0.6061 60.61%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9874 98.74%

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
CHEMBL2581 P07339 Cathepsin D 99.50% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 99.11% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.03% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.85% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 96.50% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.62% 94.62%
CHEMBL5028 O14672 ADAM10 92.35% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.55% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.17% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.00% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 88.26% 97.79%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.62% 94.23%
CHEMBL340 P08684 Cytochrome P450 3A4 86.51% 91.19%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 86.50% 95.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.11% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.80% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.20% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.06% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.15% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.91% 89.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.40% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.94% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.60% 99.23%

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.
Annona mucosa

Cross-Links

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PubChem 162815024
LOTUS LTS0156743
wikiData Q105234507