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(1R,2S,4S,5S,9S,10S,11R,13S,14S,15R,17R,19R,21R)-10-hydroxy-11-(hydroxymethyl)-4,21-dimethyl-17-phenyl-19-prop-1-en-2-yl-6,8,12,16,18,22-hexaoxaheptacyclo[15.4.1.01,14.02,9.05,9.011,13.015,19]docosan-7-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 3ca198d5-12ec-4104-8a65-e1abdf5f2a83
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name (1R,2S,4S,5S,9S,10S,11R,13S,14S,15R,17R,19R,21R)-10-hydroxy-11-(hydroxymethyl)-4,21-dimethyl-17-phenyl-19-prop-1-en-2-yl-6,8,12,16,18,22-hexaoxaheptacyclo[15.4.1.01,14.02,9.05,9.011,13.015,19]docosan-7-one
SMILES (Canonical) CC1CC2C34C(CC5(C(C3C6C(O6)(C(C27C1OC(=O)O7)O)CO)OC(O5)(O4)C8=CC=CC=C8)C(=C)C)C
SMILES (Isomeric) C[C@H]1C[C@H]2[C@@]34[C@@H](C[C@]5([C@@H]([C@@H]3[C@H]6[C@](O6)([C@H]([C@]27[C@H]1OC(=O)O7)O)CO)O[C@@](O5)(O4)C8=CC=CC=C8)C(=C)C)C
InChI InChI=1S/C28H32O9/c1-13(2)24-11-15(4)26-17-10-14(3)19-27(17,35-23(31)32-19)22(30)25(12-29)21(33-25)18(26)20(24)34-28(36-24,37-26)16-8-6-5-7-9-16/h5-9,14-15,17-22,29-30H,1,10-12H2,2-4H3/t14-,15+,17-,18+,19-,20+,21-,22+,24+,25-,26-,27+,28-/m0/s1
InChI Key YQZHTIMCZCHPNJ-NLVJOIQUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O9
Molecular Weight 512.50 g/mol
Exact Mass 512.20463259 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.39
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4S,5S,9S,10S,11R,13S,14S,15R,17R,19R,21R)-10-hydroxy-11-(hydroxymethyl)-4,21-dimethyl-17-phenyl-19-prop-1-en-2-yl-6,8,12,16,18,22-hexaoxaheptacyclo[15.4.1.01,14.02,9.05,9.011,13.015,19]docosan-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9505 95.05%
Caco-2 - 0.7138 71.38%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6369 63.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8357 83.57%
OATP1B3 inhibitior + 0.9101 91.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6477 64.77%
P-glycoprotein inhibitior + 0.5731 57.31%
P-glycoprotein substrate - 0.5265 52.65%
CYP3A4 substrate + 0.6644 66.44%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.7434 74.34%
CYP3A4 inhibition + 0.5450 54.50%
CYP2C9 inhibition - 0.7692 76.92%
CYP2C19 inhibition - 0.7762 77.62%
CYP2D6 inhibition - 0.9174 91.74%
CYP1A2 inhibition - 0.7889 78.89%
CYP2C8 inhibition + 0.4731 47.31%
CYP inhibitory promiscuity - 0.6554 65.54%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6336 63.36%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.9219 92.19%
Skin irritation - 0.6890 68.90%
Skin corrosion - 0.9295 92.95%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6908 69.08%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5441 54.41%
skin sensitisation - 0.8299 82.99%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6959 69.59%
Acute Oral Toxicity (c) I 0.4532 45.32%
Estrogen receptor binding + 0.7842 78.42%
Androgen receptor binding + 0.7432 74.32%
Thyroid receptor binding + 0.6815 68.15%
Glucocorticoid receptor binding + 0.7152 71.52%
Aromatase binding + 0.8081 80.81%
PPAR gamma + 0.6164 61.64%
Honey bee toxicity - 0.7757 77.57%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9909 99.09%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.94% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 93.88% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.80% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.51% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.10% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.73% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.21% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.29% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.14% 96.61%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.44% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.04% 94.08%
CHEMBL2996 Q05655 Protein kinase C delta 88.23% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.09% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.63% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.47% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.71% 99.23%

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.
Daphne genkwa

Cross-Links

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PubChem 162863661
LOTUS LTS0103620
wikiData Q105352670