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(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,4R,6S,9S,10R,13R,14R)-14-hydroxy-5,5,9,14-tetramethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]oxy]oxane-3,4,5-triol

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 8370d79a-8f6e-4b8e-a83c-0e97c5531f29
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,4R,6S,9S,10R,13R,14R)-14-hydroxy-5,5,9,14-tetramethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC34CC(CCC3C2(CCC1OC5C(C(C(C(O5)CO)O)O)O)C)C(C4)(C)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H](C([C@@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@](C4)(C)O)(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
InChI InChI=1S/C26H44O7/c1-23(2)16-7-10-26-11-14(25(4,31)13-26)5-6-17(26)24(16,3)9-8-18(23)33-22-21(30)20(29)19(28)15(12-27)32-22/h14-22,27-31H,5-13H2,1-4H3/t14-,15-,16+,17+,18+,19-,20+,21-,22+,24-,25-,26+/m1/s1
InChI Key CBBMPSOESPMWIC-FSXYDXKDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H44O7
Molecular Weight 468.60 g/mol
Exact Mass 468.30870374 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 1.97
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,4R,6S,9S,10R,13R,14R)-14-hydroxy-5,5,9,14-tetramethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6581 65.81%
Caco-2 - 0.7826 78.26%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6136 61.36%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior + 0.8915 89.15%
OATP1B3 inhibitior + 0.9115 91.15%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7292 72.92%
BSEP inhibitior - 0.9423 94.23%
P-glycoprotein inhibitior - 0.6355 63.55%
P-glycoprotein substrate - 0.8536 85.36%
CYP3A4 substrate + 0.6941 69.41%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8328 83.28%
CYP3A4 inhibition - 0.9049 90.49%
CYP2C9 inhibition - 0.7913 79.13%
CYP2C19 inhibition - 0.8477 84.77%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.8360 83.60%
CYP2C8 inhibition - 0.6094 60.94%
CYP inhibitory promiscuity - 0.9567 95.67%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7453 74.53%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9387 93.87%
Skin irritation - 0.6706 67.06%
Skin corrosion - 0.9496 94.96%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7592 75.92%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.8487 84.87%
skin sensitisation - 0.9194 91.94%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.7653 76.53%
Acute Oral Toxicity (c) I 0.4310 43.10%
Estrogen receptor binding + 0.6603 66.03%
Androgen receptor binding + 0.6319 63.19%
Thyroid receptor binding + 0.5662 56.62%
Glucocorticoid receptor binding + 0.7064 70.64%
Aromatase binding + 0.6840 68.40%
PPAR gamma + 0.5444 54.44%
Honey bee toxicity - 0.7267 72.67%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8578 85.78%

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 95.06% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.31% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.10% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.28% 97.25%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.59% 96.21%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.01% 96.61%
CHEMBL237 P41145 Kappa opioid receptor 88.30% 98.10%
CHEMBL226 P30542 Adenosine A1 receptor 88.11% 95.93%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.90% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.06% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.21% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.39% 95.50%
CHEMBL220 P22303 Acetylcholinesterase 83.01% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.92% 92.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.27% 95.83%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.99% 92.86%
CHEMBL259 P32245 Melanocortin receptor 4 80.72% 95.38%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.49% 96.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.48% 100.00%

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.
Smallanthus macvaughii

Cross-Links

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PubChem 93472810
LOTUS LTS0028197
wikiData Q104952168