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[(2R,3R,5R,7S,8S,9S)-2-[(1S,3S,4R,5R,6S,7E,9E,13Z)-15-amino-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-15-oxopentadeca-7,9,13-trienyl]-7-hydroxy-4,4,8-trimethyl-9-[(E)-3-(2-methyl-1,3-oxazol-4-yl)prop-2-enyl]-1,10-dioxaspiro[4.5]decan-3-yl] dihydrogen phosphate

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 76a5e126-b26b-48f2-8905-fc892af9e0dc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
IUPAC Name [(2R,3R,5R,7S,8S,9S)-2-[(1S,3S,4R,5R,6S,7E,9E,13Z)-15-amino-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-15-oxopentadeca-7,9,13-trienyl]-7-hydroxy-4,4,8-trimethyl-9-[(E)-3-(2-methyl-1,3-oxazol-4-yl)prop-2-enyl]-1,10-dioxaspiro[4.5]decan-3-yl] dihydrogen phosphate
SMILES (Canonical) CC1C(CC2(C(C(C(O2)C(CC(C(C)C(C(C)C=C(C)C(=CCCC(=CC(=O)N)C)C)O)O)OC)OP(=O)(O)O)(C)C)OC1CC=CC3=COC(=N3)C)O
SMILES (Isomeric) C[C@H]1[C@H](C[C@@]2(C([C@H]([C@H](O2)[C@H](C[C@@H]([C@@H](C)[C@@H]([C@@H](C)/C=C(\C)/C(=C/CC/C(=C\C(=O)N)/C)/C)O)O)OC)OP(=O)(O)O)(C)C)O[C@H]1C/C=C/C3=COC(=N3)C)O
InChI InChI=1S/C39H63N2O12P/c1-22(17-34(40)44)13-11-14-23(2)24(3)18-25(4)35(45)27(6)30(42)19-33(49-10)36-37(53-54(46,47)48)38(8,9)39(52-36)20-31(43)26(5)32(51-39)16-12-15-29-21-50-28(7)41-29/h12,14-15,17-18,21,25-27,30-33,35-37,42-43,45H,11,13,16,19-20H2,1-10H3,(H2,40,44)(H2,46,47,48)/b15-12+,22-17-,23-14+,24-18+/t25-,26-,27+,30-,31-,32-,33-,35+,36+,37-,39+/m0/s1
InChI Key GNMWTNFLWQSTKW-QYGNYFKXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H63N2O12P
Molecular Weight 782.90 g/mol
Exact Mass 782.41186245 g/mol
Topological Polar Surface Area (TPSA) 224.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 5.27
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,5R,7S,8S,9S)-2-[(1S,3S,4R,5R,6S,7E,9E,13Z)-15-amino-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-15-oxopentadeca-7,9,13-trienyl]-7-hydroxy-4,4,8-trimethyl-9-[(E)-3-(2-methyl-1,3-oxazol-4-yl)prop-2-enyl]-1,10-dioxaspiro[4.5]decan-3-yl] dihydrogen phosphate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6388 63.88%
Caco-2 - 0.8639 86.39%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4128 41.28%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8302 83.02%
OATP1B3 inhibitior + 0.9336 93.36%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8572 85.72%
BSEP inhibitior + 0.9128 91.28%
P-glycoprotein inhibitior + 0.7580 75.80%
P-glycoprotein substrate + 0.7654 76.54%
CYP3A4 substrate + 0.7356 73.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8710 87.10%
CYP3A4 inhibition - 0.7551 75.51%
CYP2C9 inhibition - 0.7286 72.86%
CYP2C19 inhibition - 0.7128 71.28%
CYP2D6 inhibition - 0.8859 88.59%
CYP1A2 inhibition - 0.7391 73.91%
CYP2C8 inhibition + 0.7490 74.90%
CYP inhibitory promiscuity - 0.8573 85.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5120 51.20%
Eye corrosion - 0.9793 97.93%
Eye irritation - 0.9126 91.26%
Skin irritation - 0.7518 75.18%
Skin corrosion - 0.9093 90.93%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7146 71.46%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.6752 67.52%
skin sensitisation - 0.8281 82.81%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.9053 90.53%
Acute Oral Toxicity (c) III 0.5220 52.20%
Estrogen receptor binding + 0.7661 76.61%
Androgen receptor binding + 0.6910 69.10%
Thyroid receptor binding + 0.5757 57.57%
Glucocorticoid receptor binding + 0.7382 73.82%
Aromatase binding + 0.6430 64.30%
PPAR gamma + 0.7636 76.36%
Honey bee toxicity - 0.5912 59.12%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8057 80.57%

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 99.13% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.73% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.87% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.18% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 95.00% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.65% 85.14%
CHEMBL2243 O00519 Anandamide amidohydrolase 93.21% 97.53%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.85% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.15% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.85% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.67% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.52% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.64% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.81% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.64% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.88% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.02% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.44% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.12% 91.07%
CHEMBL2581 P07339 Cathepsin D 82.86% 98.95%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.28% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.07% 97.47%

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 163025527
LOTUS LTS0179928
wikiData Q105012818