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(1R,3R,6Z,8E,10R,14R,19R,23R,24R,25S,26R)-10-[(1S)-1-hydroxyethyl]-14,21,25-trimethylspiro[4,11,17,27-tetraoxatetracyclo[21.3.1.03,25.019,24]heptacosa-6,8,21-triene-26,2'-oxirane]-5,13,16-trione

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 089d5894-65c5-436a-8c8c-e1c6700d6fd8
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1R,3R,6Z,8E,10R,14R,19R,23R,24R,25S,26R)-10-[(1S)-1-hydroxyethyl]-14,21,25-trimethylspiro[4,11,17,27-tetraoxatetracyclo[21.3.1.03,25.019,24]heptacosa-6,8,21-triene-26,2'-oxirane]-5,13,16-trione
SMILES (Canonical) CC1CC(=O)OCC2CC(=CC3C2C4(C(CC(C45CO5)O3)OC(=O)C=CC=CC(OCC1=O)C(C)O)C)C
SMILES (Isomeric) C[C@@H]1CC(=O)OC[C@@H]2CC(=C[C@@H]3[C@H]2[C@]4([C@@H](C[C@H]([C@]45CO5)O3)OC(=O)/C=C\C=C\[C@@H](OCC1=O)[C@H](C)O)C)C
InChI InChI=1S/C29H38O9/c1-16-9-19-13-35-26(33)11-17(2)20(31)14-34-21(18(3)30)7-5-6-8-25(32)38-23-12-24-29(15-36-29)28(23,4)27(19)22(10-16)37-24/h5-8,10,17-19,21-24,27,30H,9,11-15H2,1-4H3/b7-5+,8-6-/t17-,18+,19+,21-,22-,23-,24-,27+,28-,29-/m1/s1
InChI Key ILMIROVMBSHOQY-XMHDMKRRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O9
Molecular Weight 530.60 g/mol
Exact Mass 530.25158279 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.46
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R,6Z,8E,10R,14R,19R,23R,24R,25S,26R)-10-[(1S)-1-hydroxyethyl]-14,21,25-trimethylspiro[4,11,17,27-tetraoxatetracyclo[21.3.1.03,25.019,24]heptacosa-6,8,21-triene-26,2'-oxirane]-5,13,16-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9388 93.88%
Caco-2 - 0.7228 72.28%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7266 72.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior + 0.9618 96.18%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9842 98.42%
P-glycoprotein inhibitior + 0.8114 81.14%
P-glycoprotein substrate + 0.8081 80.81%
CYP3A4 substrate + 0.6743 67.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8942 89.42%
CYP3A4 inhibition - 0.8358 83.58%
CYP2C9 inhibition - 0.9036 90.36%
CYP2C19 inhibition - 0.8919 89.19%
CYP2D6 inhibition - 0.9539 95.39%
CYP1A2 inhibition - 0.8304 83.04%
CYP2C8 inhibition + 0.4560 45.60%
CYP inhibitory promiscuity - 0.9610 96.10%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5782 57.82%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9369 93.69%
Skin irritation - 0.5886 58.86%
Skin corrosion - 0.9237 92.37%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8505 85.05%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8145 81.45%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7011 70.11%
Acute Oral Toxicity (c) I 0.7017 70.17%
Estrogen receptor binding + 0.8228 82.28%
Androgen receptor binding + 0.6933 69.33%
Thyroid receptor binding + 0.5148 51.48%
Glucocorticoid receptor binding + 0.8235 82.35%
Aromatase binding + 0.6875 68.75%
PPAR gamma + 0.6197 61.97%
Honey bee toxicity - 0.6450 64.50%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9830 98.30%

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
CHEMBL4040 P28482 MAP kinase ERK2 96.13% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.74% 85.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 94.69% 97.21%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.36% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.83% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.83% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.80% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.63% 96.47%
CHEMBL2996 Q05655 Protein kinase C delta 91.19% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.42% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.50% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.06% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.12% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.11% 99.23%
CHEMBL2581 P07339 Cathepsin D 88.01% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.50% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.14% 97.09%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 87.10% 86.00%
CHEMBL3837 P07711 Cathepsin L 85.97% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.78% 96.77%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.74% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.28% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 81.23% 94.73%
CHEMBL4208 P20618 Proteasome component C5 80.01% 90.00%

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.
Baccharis coridifolia

Cross-Links

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PubChem 162843356
LOTUS LTS0210371
wikiData Q105115291