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(1S,4S,9S,10R,13R,14R)-14-hydroxy-5,5,9-trimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecan-6-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 b1ea2d40-8ea4-4d18-9dff-daf9abd4be70
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (1S,4S,9S,10R,13R,14R)-14-hydroxy-5,5,9-trimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecan-6-one
SMILES (Canonical) CC1(C2CCC34CC(CCC3C2(CCC1=O)C)C(C4)(COC5C(C(C(C(O5)CO)O)O)O)O)C
SMILES (Isomeric) C[C@@]12CCC(=O)C([C@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@](C4)(CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)(C)C
InChI InChI=1S/C26H42O8/c1-23(2)16-6-9-25-10-14(4-5-17(25)24(16,3)8-7-18(23)28)26(32,12-25)13-33-22-21(31)20(30)19(29)15(11-27)34-22/h14-17,19-22,27,29-32H,4-13H2,1-3H3/t14-,15-,16-,17+,19-,20+,21-,22-,24-,25+,26+/m1/s1
InChI Key XOCBTSXQUYSHOW-LGDJLJBTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H42O8
Molecular Weight 482.60 g/mol
Exact Mass 482.28796829 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.15
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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orb1681632
TN5076
HY-121691
CS-0083066
H63820
(4AS,6aS,8R,9R,11aR,11bS)-8-hydroxy-4,4,11b-trimethyl-8-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)dodecahydro-6a,9-methanocyclohepta[a]naphthalen-3(2H)-one

2D Structure

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2D Structure of (1S,4S,9S,10R,13R,14R)-14-hydroxy-5,5,9-trimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecan-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6519 65.19%
Caco-2 - 0.8125 81.25%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7117 71.17%
OATP2B1 inhibitior - 0.7148 71.48%
OATP1B1 inhibitior + 0.8988 89.88%
OATP1B3 inhibitior + 0.9078 90.78%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.8920 89.20%
P-glycoprotein inhibitior - 0.5388 53.88%
P-glycoprotein substrate - 0.7672 76.72%
CYP3A4 substrate + 0.6742 67.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8589 85.89%
CYP3A4 inhibition - 0.9149 91.49%
CYP2C9 inhibition - 0.8096 80.96%
CYP2C19 inhibition - 0.8189 81.89%
CYP2D6 inhibition - 0.9582 95.82%
CYP1A2 inhibition - 0.8663 86.63%
CYP2C8 inhibition - 0.5785 57.85%
CYP inhibitory promiscuity - 0.9717 97.17%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7346 73.46%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9428 94.28%
Skin irritation - 0.6852 68.52%
Skin corrosion - 0.9507 95.07%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3818 38.18%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.8263 82.63%
skin sensitisation - 0.9224 92.24%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6233 62.33%
Acute Oral Toxicity (c) I 0.4278 42.78%
Estrogen receptor binding + 0.7155 71.55%
Androgen receptor binding + 0.6482 64.82%
Thyroid receptor binding - 0.5394 53.94%
Glucocorticoid receptor binding + 0.6640 66.40%
Aromatase binding + 0.6847 68.47%
PPAR gamma + 0.5448 54.48%
Honey bee toxicity - 0.7775 77.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.8735 87.35%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.92% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.47% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.65% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.29% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 89.76% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.60% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.37% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.52% 94.00%
CHEMBL259 P32245 Melanocortin receptor 4 84.17% 95.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.91% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.39% 95.83%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.12% 96.38%
CHEMBL226 P30542 Adenosine A1 receptor 83.11% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.64% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.37% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 82.24% 92.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.94% 97.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.44% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.21% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.96% 86.33%

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.
Artemisia gmelinii
Rubus chingii var. suavissimus

Cross-Links

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PubChem 21672550
LOTUS LTS0024286
wikiData Q104396504