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Protoxylocarpin C

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 2c08988e-0b07-4ea8-87c0-4ba2dc57c424
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (5R,7R,8R,9R,10R,13S,17S)-17-[(2R,3S,5R)-2-ethoxy-5-[(1R)-2-ethoxy-1-hydroxy-2-methylpropyl]oxolan-3-yl]-7-hydroxy-4,4,8,10,13-pentamethyl-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CCOC1C(CC(O1)C(C(C)(C)OCC)O)C2CC=C3C2(CCC4C3(C(CC5C4(C=CC(=O)C5(C)C)C)O)C)C
SMILES (Isomeric) CCO[C@H]1[C@@H](C[C@@H](O1)[C@H](C(C)(C)OCC)O)[C@@H]2CC=C3[C@]2(CC[C@H]4[C@]3([C@@H](C[C@@H]5[C@@]4(C=CC(=O)C5(C)C)C)O)C)C
InChI InChI=1S/C34H54O6/c1-10-38-29-20(18-22(40-29)28(37)31(5,6)39-11-2)21-12-13-23-32(21,7)16-14-24-33(8)17-15-26(35)30(3,4)25(33)19-27(36)34(23,24)9/h13,15,17,20-22,24-25,27-29,36-37H,10-12,14,16,18-19H2,1-9H3/t20-,21-,22+,24+,25-,27+,28+,29+,32-,33+,34-/m0/s1
InChI Key OFUNGYZREUEBNU-YCDMDWGMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H54O6
Molecular Weight 558.80 g/mol
Exact Mass 558.39203944 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.85
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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CHEBI:66782
Q27135412
(5R,7R,8R,9R,10R,13S,17S)-17-[(2R,3S,5R)-2-ethoxy-5-[(1R)-2-ethoxy-1-hydroxy-2-methylpropyl]oxolan-3-yl]-7-hydroxy-4,4,8,10,13-pentamethyl-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-3-one

2D Structure

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2D Structure of Protoxylocarpin C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9940 99.40%
Caco-2 - 0.7488 74.88%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8288 82.88%
OATP2B1 inhibitior - 0.7202 72.02%
OATP1B1 inhibitior + 0.8389 83.89%
OATP1B3 inhibitior + 0.9448 94.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9272 92.72%
P-glycoprotein inhibitior + 0.7122 71.22%
P-glycoprotein substrate + 0.5703 57.03%
CYP3A4 substrate + 0.7406 74.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.6192 61.92%
CYP2C9 inhibition - 0.6879 68.79%
CYP2C19 inhibition - 0.7825 78.25%
CYP2D6 inhibition - 0.9192 91.92%
CYP1A2 inhibition - 0.8694 86.94%
CYP2C8 inhibition + 0.6394 63.94%
CYP inhibitory promiscuity - 0.6984 69.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4838 48.38%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9408 94.08%
Skin irritation + 0.5147 51.47%
Skin corrosion - 0.9462 94.62%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7385 73.85%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5351 53.51%
skin sensitisation - 0.9063 90.63%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6168 61.68%
Acute Oral Toxicity (c) III 0.4070 40.70%
Estrogen receptor binding + 0.6601 66.01%
Androgen receptor binding + 0.7029 70.29%
Thyroid receptor binding + 0.6056 60.56%
Glucocorticoid receptor binding + 0.7286 72.86%
Aromatase binding + 0.6995 69.95%
PPAR gamma + 0.6269 62.69%
Honey bee toxicity - 0.6724 67.24%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9942 99.42%

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 99.15% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.83% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.27% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.14% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.63% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.24% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.64% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.73% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.99% 93.04%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.67% 96.77%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.20% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.07% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 87.57% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.53% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.56% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.87% 91.07%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.66% 89.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.85% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.65% 82.69%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.10% 94.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.89% 94.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.57% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.27% 95.89%
CHEMBL1871 P10275 Androgen Receptor 80.73% 96.43%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.33% 93.56%

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.
Xylocarpus granatum

Cross-Links

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PubChem 25222953
NPASS NPC227466
LOTUS LTS0118025
wikiData Q27135412