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methyl (2S,4aR,6S,10aS,10bS)-2-(furan-3-yl)-10b-methyl-4-oxo-6-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate

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 9f387ffe-e45d-458f-8778-a817c746e91c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name methyl (2S,4aR,6S,10aS,10bS)-2-(furan-3-yl)-10b-methyl-4-oxo-6-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2CC3C(=O)OC(CC3(C4C2=C(CCC4)C(=O)OC)C)C5=COC=C5)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]3C(=O)O[C@@H](C[C@]3([C@H]4C2=C(CCC4)C(=O)OC)C)C5=COC=C5)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C34H42O15/c1-16(35)43-15-26-28(44-17(2)36)29(45-18(3)37)30(46-19(4)38)33(49-26)48-24-12-23-32(40)47-25(20-10-11-42-14-20)13-34(23,5)22-9-7-8-21(27(22)24)31(39)41-6/h10-11,14,22-26,28-30,33H,7-9,12-13,15H2,1-6H3/t22-,23+,24+,25+,26-,28-,29+,30-,33-,34+/m1/s1
InChI Key NOVOLPMLVDPXJH-HMAOCGJASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O15
Molecular Weight 690.70 g/mol
Exact Mass 690.25237063 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.03
H-Bond Acceptor 15
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,4aR,6S,10aS,10bS)-2-(furan-3-yl)-10b-methyl-4-oxo-6-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 - 0.8125 81.25%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8555 85.55%
OATP2B1 inhibitior - 0.5716 57.16%
OATP1B1 inhibitior - 0.3290 32.90%
OATP1B3 inhibitior + 0.9489 94.89%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9805 98.05%
P-glycoprotein inhibitior + 0.8606 86.06%
P-glycoprotein substrate - 0.5051 50.51%
CYP3A4 substrate + 0.7238 72.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8925 89.25%
CYP3A4 inhibition + 0.5810 58.10%
CYP2C9 inhibition - 0.8866 88.66%
CYP2C19 inhibition - 0.9141 91.41%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.8836 88.36%
CYP2C8 inhibition + 0.6929 69.29%
CYP inhibitory promiscuity - 0.6209 62.09%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5043 50.43%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9205 92.05%
Skin irritation - 0.6569 65.69%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7488 74.88%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.6145 61.45%
skin sensitisation - 0.9054 90.54%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.6327 63.27%
Acute Oral Toxicity (c) I 0.7750 77.50%
Estrogen receptor binding + 0.8605 86.05%
Androgen receptor binding + 0.7004 70.04%
Thyroid receptor binding - 0.5337 53.37%
Glucocorticoid receptor binding + 0.8107 81.07%
Aromatase binding + 0.6393 63.93%
PPAR gamma + 0.7634 76.34%
Honey bee toxicity - 0.7644 76.44%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9937 99.37%

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 98.76% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.70% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.58% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.68% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.39% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 93.09% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.95% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.85% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.22% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.63% 99.23%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.42% 83.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.85% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 85.66% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 85.55% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.51% 96.38%
CHEMBL4040 P28482 MAP kinase ERK2 84.98% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.64% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.05% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 83.59% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.79% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.44% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.01% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.48% 94.33%
CHEMBL5028 O14672 ADAM10 80.07% 97.50%

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.
Tinospora cordifolia

Cross-Links

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PubChem 163067369
LOTUS LTS0182366
wikiData Q105182835