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[(1R,2R,4S,5S,6S,7S,8R,9S,10S,11R,13S,15R,17R)-6,7,8,9-tetrahydroxy-8-(hydroxymethyl)-4,17-dimethyl-13-phenyl-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadecan-5-yl] benzoate

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 27849215-1b87-4665-b9f6-1cff095769d9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2R,4S,5S,6S,7S,8R,9S,10S,11R,13S,15R,17R)-6,7,8,9-tetrahydroxy-8-(hydroxymethyl)-4,17-dimethyl-13-phenyl-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadecan-5-yl] benzoate
SMILES (Canonical) CC1CC2C34C(CC5(C(C3C(C(C(C2(C1OC(=O)C6=CC=CC=C6)O)O)(CO)O)O)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]([C@@]([C@H]([C@@]2([C@H]1OC(=O)C6=CC=CC=C6)O)O)(CO)O)O)O[C@](O5)(O4)C7=CC=CC=C7)C(=C)C)C
InChI InChI=1S/C34H40O10/c1-18(2)31-16-20(4)33-23-15-19(3)26(41-28(37)21-11-7-5-8-12-21)32(23,40)29(38)30(39,17-35)25(36)24(33)27(31)42-34(43-31,44-33)22-13-9-6-10-14-22/h5-14,19-20,23-27,29,35-36,38-40H,1,15-17H2,2-4H3/t19-,20+,23+,24-,25-,26-,27+,29+,30+,31+,32+,33-,34+/m0/s1
InChI Key AOXOPFGLBGVVAA-HMJGELIXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H40O10
Molecular Weight 608.70 g/mol
Exact Mass 608.26214747 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.02
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4S,5S,6S,7S,8R,9S,10S,11R,13S,15R,17R)-6,7,8,9-tetrahydroxy-8-(hydroxymethyl)-4,17-dimethyl-13-phenyl-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadecan-5-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9109 91.09%
Caco-2 - 0.8232 82.32%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6475 64.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8403 84.03%
OATP1B3 inhibitior + 0.8928 89.28%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8496 84.96%
P-glycoprotein inhibitior + 0.6635 66.35%
P-glycoprotein substrate + 0.6038 60.38%
CYP3A4 substrate + 0.6791 67.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8308 83.08%
CYP3A4 inhibition - 0.6119 61.19%
CYP2C9 inhibition - 0.8031 80.31%
CYP2C19 inhibition - 0.8100 81.00%
CYP2D6 inhibition - 0.9186 91.86%
CYP1A2 inhibition - 0.8149 81.49%
CYP2C8 inhibition + 0.7023 70.23%
CYP inhibitory promiscuity - 0.7715 77.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6424 64.24%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9196 91.96%
Skin irritation - 0.6860 68.60%
Skin corrosion - 0.9343 93.43%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8155 81.55%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6108 61.08%
skin sensitisation - 0.8455 84.55%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7489 74.89%
Acute Oral Toxicity (c) I 0.4852 48.52%
Estrogen receptor binding + 0.7738 77.38%
Androgen receptor binding + 0.7433 74.33%
Thyroid receptor binding + 0.6468 64.68%
Glucocorticoid receptor binding + 0.6546 65.46%
Aromatase binding + 0.7024 70.24%
PPAR gamma + 0.6642 66.42%
Honey bee toxicity - 0.6963 69.63%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9947 99.47%

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 96.90% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.79% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.02% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 94.10% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.07% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 92.62% 90.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.40% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.24% 94.62%
CHEMBL340 P08684 Cytochrome P450 3A4 89.09% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.84% 95.50%
CHEMBL1951 P21397 Monoamine oxidase A 85.72% 91.49%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.11% 97.14%
CHEMBL5028 O14672 ADAM10 83.73% 97.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.58% 83.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.11% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.07% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.66% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.19% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.89% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.54% 99.17%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.65% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.43% 89.00%

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.
Daphne genkwa

Cross-Links

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PubChem 11227270
LOTUS LTS0046461
wikiData Q104916027