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(1S,2S,5S,6R,10S,11R,12R,14S)-5-[(2S,3R,5R)-5,6-dihydroxy-5,6-dimethyl-3-[(2R,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-6,10-dimethylspiro[13-oxatetracyclo[7.5.0.02,6.012,14]tetradec-8-ene-11,5'-oxolane]-2'-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 07dc8643-7542-4101-b7f0-859a161a84fc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (1S,2S,5S,6R,10S,11R,12R,14S)-5-[(2S,3R,5R)-5,6-dihydroxy-5,6-dimethyl-3-[(2R,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-6,10-dimethylspiro[13-oxatetracyclo[7.5.0.02,6.012,14]tetradec-8-ene-11,5'-oxolane]-2'-one
SMILES (Canonical) CC1C2=CCC3(C(C2C4C(C15CCC(=O)O5)O4)CCC3C(C)C(CC(C)(C(C)(C)O)O)OC6C(C(C(C(O6)CO)O)O)O)C
SMILES (Isomeric) C[C@H]1C2=CC[C@]3([C@H]([C@@H]2[C@H]4[C@H]([C@@]15CCC(=O)O5)O4)CC[C@H]3[C@H](C)[C@@H](C[C@](C)(C(C)(C)O)O)O[C@H]6[C@@H](C([C@@H]([C@H](O6)CO)O)O)O)C
InChI InChI=1S/C33H52O11/c1-15(20(13-32(6,40)30(3,4)39)41-29-26(38)25(37)24(36)21(14-34)42-29)18-7-8-19-23-17(9-11-31(18,19)5)16(2)33(28-27(23)43-28)12-10-22(35)44-33/h9,15-16,18-21,23-29,34,36-40H,7-8,10-14H2,1-6H3/t15-,16-,18-,19-,20+,21+,23+,24+,25?,26+,27-,28+,29+,31+,32+,33+/m0/s1
InChI Key LQTHAYNKWCIXET-QRNYWBEJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O11
Molecular Weight 624.80 g/mol
Exact Mass 624.35096247 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.19
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,5S,6R,10S,11R,12R,14S)-5-[(2S,3R,5R)-5,6-dihydroxy-5,6-dimethyl-3-[(2R,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-6,10-dimethylspiro[13-oxatetracyclo[7.5.0.02,6.012,14]tetradec-8-ene-11,5'-oxolane]-2'-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9021 90.21%
Caco-2 - 0.8504 85.04%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8043 80.43%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.8267 82.67%
OATP1B3 inhibitior + 0.8884 88.84%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.7754 77.54%
P-glycoprotein inhibitior + 0.6777 67.77%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7193 71.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8865 88.65%
CYP3A4 inhibition - 0.8233 82.33%
CYP2C9 inhibition - 0.6811 68.11%
CYP2C19 inhibition - 0.8700 87.00%
CYP2D6 inhibition - 0.9203 92.03%
CYP1A2 inhibition - 0.8440 84.40%
CYP2C8 inhibition + 0.6463 64.63%
CYP inhibitory promiscuity - 0.9101 91.01%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5684 56.84%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9265 92.65%
Skin irritation - 0.5456 54.56%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.5653 56.53%
Human Ether-a-go-go-Related Gene inhibition + 0.7498 74.98%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5719 57.19%
skin sensitisation - 0.8736 87.36%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6876 68.76%
Acute Oral Toxicity (c) III 0.4979 49.79%
Estrogen receptor binding + 0.6261 62.61%
Androgen receptor binding + 0.7174 71.74%
Thyroid receptor binding - 0.5306 53.06%
Glucocorticoid receptor binding + 0.6031 60.31%
Aromatase binding + 0.6131 61.31%
PPAR gamma + 0.6294 62.94%
Honey bee toxicity - 0.7149 71.49%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9692 96.92%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.55% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.05% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.70% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.94% 95.89%
CHEMBL1977 P11473 Vitamin D receptor 90.28% 99.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.52% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.39% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.26% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.90% 93.04%
CHEMBL2996 Q05655 Protein kinase C delta 87.48% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.30% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.11% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.97% 97.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.31% 93.56%
CHEMBL226 P30542 Adenosine A1 receptor 86.09% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.07% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 84.53% 94.73%
CHEMBL4040 P28482 MAP kinase ERK2 83.69% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.31% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.42% 97.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.94% 90.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.77% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.03% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101670398
LOTUS LTS0074760
wikiData Q105155792