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(1R,2R,4S,6S,7S,8R,10S,11S,12R,14S,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadecan-5-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 0d9a79fc-07ec-4c01-82bc-905994a29a05
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name (1R,2R,4S,6S,7S,8R,10S,11S,12R,14S,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadecan-5-one
SMILES (Canonical) CC1CC2C34C(CC5(C(C3C6C(O6)(C(C2(C1=O)O)O)CO)OC(O5)(O4)C7=CC=CC=C7)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@@]2(C1=O)O)O)CO)O[C@](O5)(O4)C7=CC=CC=C7)C(=C)C)C
InChI InChI=1S/C27H32O8/c1-13(2)23-11-15(4)26-17-10-14(3)19(29)25(17,31)22(30)24(12-28)21(32-24)18(26)20(23)33-27(34-23,35-26)16-8-6-5-7-9-16/h5-9,14-15,17-18,20-22,28,30-31H,1,10-12H2,2-4H3/t14-,15+,17+,18+,20+,21-,22+,23+,24-,25+,26-,27+/m0/s1
InChI Key DCEQVWXGYOZDOH-AEXCDXCOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O8
Molecular Weight 484.50 g/mol
Exact Mass 484.20971797 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,4S,6S,7S,8R,10S,11S,12R,14S,16R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadecan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9115 91.15%
Caco-2 - 0.7025 70.25%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6469 64.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8475 84.75%
OATP1B3 inhibitior + 0.9223 92.23%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6597 65.97%
P-glycoprotein inhibitior - 0.5152 51.52%
P-glycoprotein substrate - 0.5166 51.66%
CYP3A4 substrate + 0.6508 65.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8064 80.64%
CYP3A4 inhibition - 0.5228 52.28%
CYP2C9 inhibition - 0.7810 78.10%
CYP2C19 inhibition - 0.7719 77.19%
CYP2D6 inhibition - 0.9154 91.54%
CYP1A2 inhibition - 0.7855 78.55%
CYP2C8 inhibition + 0.4464 44.64%
CYP inhibitory promiscuity - 0.7665 76.65%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6427 64.27%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.9360 93.60%
Skin irritation - 0.6857 68.57%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7767 77.67%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.6316 63.16%
skin sensitisation - 0.8310 83.10%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.7461 74.61%
Acute Oral Toxicity (c) I 0.4304 43.04%
Estrogen receptor binding + 0.7641 76.41%
Androgen receptor binding + 0.7455 74.55%
Thyroid receptor binding + 0.6595 65.95%
Glucocorticoid receptor binding + 0.7170 71.70%
Aromatase binding + 0.7389 73.89%
PPAR gamma + 0.5448 54.48%
Honey bee toxicity - 0.8183 81.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9919 99.19%

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 97.37% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.89% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.01% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.00% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.81% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 90.25% 98.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.18% 82.69%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.47% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.39% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 87.12% 91.49%
CHEMBL2996 Q05655 Protein kinase C delta 86.85% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.63% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.07% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.39% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.04% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.25% 97.14%

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 oleoides

Cross-Links

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PubChem 101720400
LOTUS LTS0093017
wikiData Q104975229