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[(1R,4S,5S,6R,9S,10S,13R,14R,15R)-5-formyl-6,14-dihydroxy-5,9-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

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 3cb2574d-9745-43b4-ae46-5eebffc85231
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(1R,4S,5S,6R,9S,10S,13R,14R,15R)-5-formyl-6,14-dihydroxy-5,9-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1C23CCC4C(C2CCC(C3)C1(COC5C(C(C(C(O5)CO)O)O)O)O)(CCC(C4(C)C=O)O)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@]23CC[C@H]4[C@]([C@@H]2CC[C@H](C3)[C@]1(CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)(CC[C@H]([C@@]4(C)C=O)O)C
InChI InChI=1S/C28H44O11/c1-14(31)38-24-27-9-6-17-25(2,8-7-19(32)26(17,3)12-30)18(27)5-4-15(10-27)28(24,36)13-37-23-22(35)21(34)20(33)16(11-29)39-23/h12,15-24,29,32-36H,4-11,13H2,1-3H3/t15-,16-,17+,18+,19-,20-,21+,22-,23-,24-,25-,26+,27-,28+/m1/s1
InChI Key LUZSIDHOUJUSHA-HRSAQIEZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O11
Molecular Weight 556.60 g/mol
Exact Mass 556.28836222 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 0.40
Atomic LogP (AlogP) -0.34
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4S,5S,6R,9S,10S,13R,14R,15R)-5-formyl-6,14-dihydroxy-5,9-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4821 48.21%
Caco-2 - 0.8461 84.61%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6984 69.84%
OATP2B1 inhibitior - 0.5827 58.27%
OATP1B1 inhibitior + 0.8766 87.66%
OATP1B3 inhibitior + 0.9402 94.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.8298 82.98%
P-glycoprotein inhibitior - 0.4887 48.87%
P-glycoprotein substrate - 0.6559 65.59%
CYP3A4 substrate + 0.7059 70.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8758 87.58%
CYP3A4 inhibition - 0.8627 86.27%
CYP2C9 inhibition - 0.8790 87.90%
CYP2C19 inhibition - 0.8411 84.11%
CYP2D6 inhibition - 0.9648 96.48%
CYP1A2 inhibition - 0.8724 87.24%
CYP2C8 inhibition + 0.4877 48.77%
CYP inhibitory promiscuity - 0.9789 97.89%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7466 74.66%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9395 93.95%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9465 94.65%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7053 70.53%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7473 74.73%
skin sensitisation - 0.9452 94.52%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6080 60.80%
Acute Oral Toxicity (c) I 0.4961 49.61%
Estrogen receptor binding + 0.7686 76.86%
Androgen receptor binding + 0.6250 62.50%
Thyroid receptor binding - 0.5663 56.63%
Glucocorticoid receptor binding + 0.6448 64.48%
Aromatase binding + 0.7066 70.66%
PPAR gamma + 0.6070 60.70%
Honey bee toxicity - 0.7110 71.10%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7155 71.55%
Fish aquatic toxicity + 0.8796 87.96%

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 97.29% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.84% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.65% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.95% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.28% 95.50%
CHEMBL237 P41145 Kappa opioid receptor 89.92% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.72% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.63% 91.24%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.49% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.07% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.97% 94.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.08% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.10% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.78% 89.05%
CHEMBL5028 O14672 ADAM10 82.89% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.09% 89.00%
CHEMBL1075317 P61964 WD repeat-containing protein 5 81.79% 96.33%
CHEMBL2581 P07339 Cathepsin D 81.76% 98.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.61% 92.86%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.51% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.46% 93.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.21% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.17% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 80.91% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.70% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.19% 97.28%

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.
Diplospora dubia

Cross-Links

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PubChem 101392257
LOTUS LTS0261626
wikiData Q105157728