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(1S,2S,4S,5S,6S,8R,9R,11R,14R,15S,18S,21R,22S,23R)-8,9-dihydroxy-6,14,15,21,22-pentamethyl-10-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one

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 2b7cda8c-5861-4c60-a71f-3be32f1edca3
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name (1S,2S,4S,5S,6S,8R,9R,11R,14R,15S,18S,21R,22S,23R)-8,9-dihydroxy-6,14,15,21,22-pentamethyl-10-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one
SMILES (Canonical) CC1CCC23CCC4(C5(CCC6C(=C)C(C(CC6(C5C7C(C4(C2C1C)OC3=O)O7)C)O)O)C)C
SMILES (Isomeric) C[C@@H]1CC[C@]23CC[C@]4([C@@]5(CC[C@H]6C(=C)[C@H]([C@@H](C[C@@]6([C@@H]5[C@H]7[C@@H]([C@@]4([C@@H]2[C@H]1C)OC3=O)O7)C)O)O)C)C
InChI InChI=1S/C29H42O5/c1-14-7-10-28-12-11-27(6)26(5)9-8-17-16(3)19(31)18(30)13-25(17,4)22(26)20-23(33-20)29(27,34-24(28)32)21(28)15(14)2/h14-15,17-23,30-31H,3,7-13H2,1-2,4-6H3/t14-,15+,17+,18-,19-,20+,21-,22+,23+,25+,26-,27+,28+,29-/m1/s1
InChI Key CGDNMHCUSPXQHB-UASVKZBZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O5
Molecular Weight 470.60 g/mol
Exact Mass 470.30322444 g/mol
Topological Polar Surface Area (TPSA) 79.30 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.25
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,5S,6S,8R,9R,11R,14R,15S,18S,21R,22S,23R)-8,9-dihydroxy-6,14,15,21,22-pentamethyl-10-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9687 96.87%
Caco-2 - 0.6100 61.00%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6377 63.77%
OATP2B1 inhibitior - 0.7099 70.99%
OATP1B1 inhibitior + 0.8538 85.38%
OATP1B3 inhibitior + 0.9064 90.64%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior - 0.4780 47.80%
P-glycoprotein inhibitior - 0.6212 62.12%
P-glycoprotein substrate - 0.5562 55.62%
CYP3A4 substrate + 0.7103 71.03%
CYP2C9 substrate - 0.6099 60.99%
CYP2D6 substrate - 0.8117 81.17%
CYP3A4 inhibition - 0.5699 56.99%
CYP2C9 inhibition - 0.7739 77.39%
CYP2C19 inhibition - 0.7700 77.00%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.6425 64.25%
CYP2C8 inhibition - 0.6159 61.59%
CYP inhibitory promiscuity - 0.9589 95.89%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4823 48.23%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9399 93.99%
Skin irritation + 0.5775 57.75%
Skin corrosion - 0.9062 90.62%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5302 53.02%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5268 52.68%
skin sensitisation - 0.8036 80.36%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.7187 71.87%
Acute Oral Toxicity (c) III 0.3027 30.27%
Estrogen receptor binding + 0.6633 66.33%
Androgen receptor binding + 0.7663 76.63%
Thyroid receptor binding + 0.6181 61.81%
Glucocorticoid receptor binding + 0.7655 76.55%
Aromatase binding + 0.7589 75.89%
PPAR gamma + 0.5363 53.63%
Honey bee toxicity - 0.7874 78.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9935 99.35%

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
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.02% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.90% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.95% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.66% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.47% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.53% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.81% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.13% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.03% 100.00%
CHEMBL2581 P07339 Cathepsin D 85.76% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.46% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 84.73% 95.38%
CHEMBL1871 P10275 Androgen Receptor 84.41% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.18% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.69% 96.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.23% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.96% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.78% 89.00%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.92% 98.46%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.91% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.89% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.13% 91.07%
CHEMBL1902 P62942 FK506-binding protein 1A 80.02% 97.05%

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.
Eucommia ulmoides

Cross-Links

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PubChem 162910121
LOTUS LTS0011965
wikiData Q104957525