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(2S,4aS,4bR,7R,10aR)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-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 96ec1d68-7dc6-4ab8-8db5-59771defecc2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2S,4aS,4bR,7R,10aR)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC(C=C5C(=O)CC4C3(C)C)(C)C=C)C)COC6C(C(C(C(O6)CO)O)O)O)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]5CC[C@](C=C5C(=O)C[C@H]4C3(C)C)(C)C=C)C)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C38H60O16/c1-7-37(5)10-8-18-17(13-37)19(40)12-22-36(3,4)23(9-11-38(18,22)6)53-35-32(54-34-31(48)27(44)24(41)16(2)50-34)29(46)26(43)21(52-35)15-49-33-30(47)28(45)25(42)20(14-39)51-33/h7,13,16,18,20-35,39,41-48H,1,8-12,14-15H2,2-6H3/t16-,18+,20-,21-,22+,23+,24+,25-,26-,27-,28+,29+,30-,31-,32-,33-,34+,35+,37+,38-/m1/s1
InChI Key DYQUUDTVSYFIFR-LXYCHCMHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O16
Molecular Weight 772.90 g/mol
Exact Mass 772.38813582 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -1.21
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4aS,4bR,7R,10aR)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7293 72.93%
Caco-2 - 0.8792 87.92%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8530 85.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8450 84.50%
OATP1B3 inhibitior - 0.5441 54.41%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior + 0.7487 74.87%
P-glycoprotein inhibitior + 0.7165 71.65%
P-glycoprotein substrate - 0.6452 64.52%
CYP3A4 substrate + 0.7093 70.93%
CYP2C9 substrate - 0.7975 79.75%
CYP2D6 substrate - 0.8765 87.65%
CYP3A4 inhibition - 0.9288 92.88%
CYP2C9 inhibition - 0.8442 84.42%
CYP2C19 inhibition - 0.8653 86.53%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.8485 84.85%
CYP2C8 inhibition + 0.5665 56.65%
CYP inhibitory promiscuity - 0.9443 94.43%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6514 65.14%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9199 91.99%
Skin irritation - 0.6293 62.93%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.8454 84.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8626 86.26%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7138 71.38%
skin sensitisation - 0.8806 88.06%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.8215 82.15%
Acute Oral Toxicity (c) III 0.7826 78.26%
Estrogen receptor binding + 0.7156 71.56%
Androgen receptor binding + 0.6765 67.65%
Thyroid receptor binding - 0.5831 58.31%
Glucocorticoid receptor binding + 0.6235 62.35%
Aromatase binding + 0.6688 66.88%
PPAR gamma + 0.7140 71.40%
Honey bee toxicity - 0.6226 62.26%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9797 97.97%

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 99.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.52% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.95% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.45% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.89% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.68% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 90.22% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.30% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.17% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.10% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.51% 95.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.26% 93.04%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.23% 97.25%
CHEMBL1977 P11473 Vitamin D receptor 86.14% 99.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.41% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.18% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.79% 95.83%

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.
Leucas aspera

Cross-Links

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PubChem 162918158
LOTUS LTS0115485
wikiData Q104991520