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3-[(2S,4R,4aS,6aR,8S,10aS,10bS)-8-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-7,7,10a-trimethyl-2,4,4a,5,6,6a,8,9,10,10b-decahydro-1H-benzo[f]isochromen-2-yl]-2H-furan-5-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 44a32809-c805-4c19-ab9d-fc2aaa774bc6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 3-[(2S,4R,4aS,6aR,8S,10aS,10bS)-8-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-7,7,10a-trimethyl-2,4,4a,5,6,6a,8,9,10,10b-decahydro-1H-benzo[f]isochromen-2-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC5C4CC(OC5O)C6=CC(=O)OC6)C)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@@]4([C@H](C3(C)C)CC[C@H]5[C@@H]4C[C@H](O[C@H]5O)C6=CC(=O)OC6)C)CO)O)O)O)O)O
InChI InChI=1S/C32H50O14/c1-13-22(35)24(37)26(39)29(42-13)46-27-25(38)23(36)18(11-33)44-30(27)45-20-7-8-32(4)16-10-17(14-9-21(34)41-12-14)43-28(40)15(16)5-6-19(32)31(20,2)3/h9,13,15-20,22-30,33,35-40H,5-8,10-12H2,1-4H3/t13-,15-,16-,17-,18+,19-,20-,22-,23+,24+,25-,26+,27+,28+,29-,30-,32-/m0/s1
InChI Key NLCPEJWMTDRXDL-JDQGEZQSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O14
Molecular Weight 658.70 g/mol
Exact Mass 658.32005626 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.92
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,4R,4aS,6aR,8S,10aS,10bS)-8-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-7,7,10a-trimethyl-2,4,4a,5,6,6a,8,9,10,10b-decahydro-1H-benzo[f]isochromen-2-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8269 82.69%
Caco-2 - 0.8903 89.03%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8684 86.84%
OATP2B1 inhibitior - 0.8635 86.35%
OATP1B1 inhibitior + 0.8540 85.40%
OATP1B3 inhibitior + 0.8397 83.97%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4755 47.55%
P-glycoprotein inhibitior + 0.6463 64.63%
P-glycoprotein substrate - 0.5536 55.36%
CYP3A4 substrate + 0.7249 72.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8898 88.98%
CYP3A4 inhibition - 0.9296 92.96%
CYP2C9 inhibition - 0.8468 84.68%
CYP2C19 inhibition - 0.8896 88.96%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.8915 89.15%
CYP2C8 inhibition + 0.5100 51.00%
CYP inhibitory promiscuity - 0.8491 84.91%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5939 59.39%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9272 92.72%
Skin irritation - 0.6198 61.98%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.8091 80.91%
Human Ether-a-go-go-Related Gene inhibition + 0.8390 83.90%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7048 70.48%
skin sensitisation - 0.9070 90.70%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.9190 91.90%
Acute Oral Toxicity (c) I 0.6587 65.87%
Estrogen receptor binding + 0.6822 68.22%
Androgen receptor binding + 0.7455 74.55%
Thyroid receptor binding - 0.5882 58.82%
Glucocorticoid receptor binding + 0.6059 60.59%
Aromatase binding + 0.6643 66.43%
PPAR gamma + 0.6524 65.24%
Honey bee toxicity - 0.5768 57.68%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9738 97.38%

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 98.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.75% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.07% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.83% 97.36%
CHEMBL2581 P07339 Cathepsin D 93.10% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.59% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.29% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 92.20% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.34% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.05% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.77% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.59% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.54% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.33% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.45% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.40% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 81.60% 94.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.80% 99.17%

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 163036170
LOTUS LTS0110121
wikiData Q105181267