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(25S,3'S)-(+)-12alpha-hydroxy-3alpha-(3'-hydroxy-4'-methoxycarbonyl-3'-methylbutyryloxy)-24-methyllanosta-8,24(31)-dien-26-oic 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 3b86aade-652d-404b-8803-e4b03f3cf7f0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S)-6-[(3R,10S,12S,13R,14S,17R)-12-hydroxy-3-(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid
SMILES (Canonical) CC(CCC(=C)C(C)C(=O)O)C1CCC2(C1(C(CC3=C2CCC4C3(CCC(C4(C)C)OC(=O)CC(C)(CC(=O)OC)O)C)O)C)C
SMILES (Isomeric) C[C@@H](C(=C)CCC(C)[C@H]1CC[C@@]2([C@@]1([C@H](CC3=C2CCC4[C@@]3(CC[C@H](C4(C)C)OC(=O)CC(C)(CC(=O)OC)O)C)O)C)C)C(=O)O
InChI InChI=1S/C38H60O8/c1-22(24(3)33(42)43)11-12-23(2)25-15-18-37(8)26-13-14-28-34(4,5)30(46-32(41)21-35(6,44)20-31(40)45-10)16-17-36(28,7)27(26)19-29(39)38(25,37)9/h23-25,28-30,39,44H,1,11-21H2,2-10H3,(H,42,43)/t23?,24-,25+,28?,29-,30+,35?,36+,37-,38-/m0/s1
InChI Key JJYYLQGYXTZKMO-OXGHPADBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O8
Molecular Weight 644.90 g/mol
Exact Mass 644.42881887 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 7.10
Atomic LogP (AlogP) 7.02
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (25S,3'S)-(+)-12alpha-hydroxy-3alpha-(3'-hydroxy-4'-methoxycarbonyl-3'-methylbutyryloxy)-24-methyllanosta-8,24(31)-dien-26-oic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9882 98.82%
Caco-2 - 0.8076 80.76%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8019 80.19%
OATP2B1 inhibitior - 0.5668 56.68%
OATP1B1 inhibitior + 0.7592 75.92%
OATP1B3 inhibitior - 0.4184 41.84%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8991 89.91%
P-glycoprotein inhibitior + 0.7709 77.09%
P-glycoprotein substrate + 0.6242 62.42%
CYP3A4 substrate + 0.7249 72.49%
CYP2C9 substrate - 0.8176 81.76%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.6946 69.46%
CYP2C9 inhibition - 0.8153 81.53%
CYP2C19 inhibition - 0.8817 88.17%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.7656 76.56%
CYP2C8 inhibition + 0.6562 65.62%
CYP inhibitory promiscuity - 0.8749 87.49%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6729 67.29%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9168 91.68%
Skin irritation + 0.6187 61.87%
Skin corrosion - 0.9493 94.93%
Ames mutagenesis - 0.5837 58.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4633 46.33%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.7952 79.52%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.7846 78.46%
Acute Oral Toxicity (c) I 0.7195 71.95%
Estrogen receptor binding + 0.6902 69.02%
Androgen receptor binding + 0.7602 76.02%
Thyroid receptor binding + 0.5236 52.36%
Glucocorticoid receptor binding + 0.7781 77.81%
Aromatase binding + 0.7521 75.21%
PPAR gamma + 0.6650 66.50%
Honey bee toxicity - 0.7011 70.11%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9974 99.74%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.51% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.02% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.60% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.87% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 95.45% 83.82%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.66% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.50% 100.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.23% 95.17%
CHEMBL5028 O14672 ADAM10 88.09% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 87.92% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.25% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 86.93% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 86.82% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.31% 92.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.98% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.60% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.19% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.12% 96.47%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.99% 85.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.78% 89.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.16% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.72% 96.90%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.71% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.56% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.30% 95.89%
CHEMBL233 P35372 Mu opioid receptor 82.93% 97.93%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.78% 82.50%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.41% 95.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.37% 92.78%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.31% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.74% 94.33%

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.
There are no matching plants.

Cross-Links

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PubChem 139585540
LOTUS LTS0033221
wikiData Q77424770