(2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2E,6E,10E)-2,6,10-trimethyldodeca-2,6,10-trienoxy]oxan-4-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

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Internal ID c5bf40a8-a2ff-4cfb-8d43-95df5ebb85bf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2E,6E,10E)-2,6,10-trimethyldodeca-2,6,10-trienoxy]oxan-4-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC=C(C)CCC=C(C)CCC=C(C)COC1C(C(C(C(O1)CO)O)OC2C(C(C(C(O2)C)O)O)OC3C(C(C(C(O3)C)O)O)O)O
SMILES (Isomeric) C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O
InChI InChI=1S/C33H56O14/c1-7-16(2)10-8-11-17(3)12-9-13-18(4)15-42-31-28(41)29(24(37)21(14-34)45-31)46-33-30(26(39)23(36)20(6)44-33)47-32-27(40)25(38)22(35)19(5)43-32/h7,11,13,19-41H,8-10,12,14-15H2,1-6H3/b16-7+,17-11+,18-13+/t19-,20-,21+,22-,23-,24+,25+,26+,27+,28+,29-,30+,31+,32-,33-/m0/s1
InChI Key LKPQTHSQDXMQDL-DZULGKGTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H56O14
Molecular Weight 676.80 g/mol
Exact Mass 676.36700646 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 1.00
Atomic LogP (AlogP) -0.07
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2E,6E,10E)-2,6,10-trimethyldodeca-2,6,10-trienoxy]oxan-4-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-6-methyloxane-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 - 0.7575 75.75%
Caco-2 - 0.8555 85.55%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8191 81.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8881 88.81%
OATP1B3 inhibitior + 0.8646 86.46%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7616 76.16%
P-glycoprotein inhibitior + 0.6024 60.24%
P-glycoprotein substrate - 0.7532 75.32%
CYP3A4 substrate + 0.6212 62.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8353 83.53%
CYP3A4 inhibition - 0.8997 89.97%
CYP2C9 inhibition - 0.9036 90.36%
CYP2C19 inhibition - 0.8398 83.98%
CYP2D6 inhibition - 0.9188 91.88%
CYP1A2 inhibition - 0.8670 86.70%
CYP2C8 inhibition - 0.6022 60.22%
CYP inhibitory promiscuity - 0.9139 91.39%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7089 70.89%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9250 92.50%
Skin irritation - 0.7578 75.78%
Skin corrosion - 0.9653 96.53%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4067 40.67%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.9030 90.30%
Respiratory toxicity - 0.7000 70.00%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.6396 63.96%
Acute Oral Toxicity (c) III 0.6366 63.66%
Estrogen receptor binding + 0.7100 71.00%
Androgen receptor binding - 0.4924 49.24%
Thyroid receptor binding - 0.5315 53.15%
Glucocorticoid receptor binding + 0.5646 56.46%
Aromatase binding + 0.6105 61.05%
PPAR gamma + 0.6526 65.26%
Honey bee toxicity - 0.6494 64.94%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9038 90.38%

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 96.40% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.89% 97.36%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 91.75% 92.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.22% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 89.88% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.97% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.79% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.82% 86.92%
CHEMBL3589 P55263 Adenosine kinase 86.18% 98.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.93% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.49% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.38% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.97% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.39% 95.89%

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.
Sapindus delavayi

Cross-Links

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PubChem 163045918
LOTUS LTS0093138
wikiData Q105153197