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methyl (2R,4aR,6R,6aS,10aR,10bS)-2-[(2S,3S,4S,5S)-3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl]-6a,10b-dimethyl-4-oxo-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,4a,5,6,9,10,10a-octahydrobenzo[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 c5ce7a83-259f-4482-8dd3-70ccbfc94067
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name methyl (2R,4aR,6R,6aS,10aR,10bS)-2-[(2S,3S,4S,5S)-3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl]-6a,10b-dimethyl-4-oxo-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,4a,5,6,9,10,10a-octahydrobenzo[f]isochromene-7-carboxylate
SMILES (Canonical) CC12CC(OC(=O)C1CC(C3(C2CCC=C3C(=O)OC)C)OC4C(C(C(C(O4)CO)O)O)O)C5(C(C(OC5OC)OC)O)O
SMILES (Isomeric) C[C@@]12C[C@@H](OC(=O)[C@@H]1C[C@H]([C@]3([C@@H]2CCC=C3C(=O)OC)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)[C@]5([C@@H]([C@H](O[C@@H]5OC)OC)O)O
InChI InChI=1S/C29H44O15/c1-27-10-17(29(37)21(34)25(39-4)44-26(29)40-5)42-23(36)13(27)9-16(28(2)12(22(35)38-3)7-6-8-15(27)28)43-24-20(33)19(32)18(31)14(11-30)41-24/h7,13-21,24-26,30-34,37H,6,8-11H2,1-5H3/t13-,14+,15+,16+,17+,18+,19-,20+,21+,24-,25-,26-,27+,28+,29+/m0/s1
InChI Key DVRWWIZHWDSNQB-LOAOGSGASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H44O15
Molecular Weight 632.60 g/mol
Exact Mass 632.26802069 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -1.90
H-Bond Acceptor 15
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R,4aR,6R,6aS,10aR,10bS)-2-[(2S,3S,4S,5S)-3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl]-6a,10b-dimethyl-4-oxo-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,4a,5,6,9,10,10a-octahydrobenzo[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 + 0.8276 82.76%
Caco-2 - 0.8497 84.97%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8403 84.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8125 81.25%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.5814 58.14%
P-glycoprotein inhibitior + 0.6755 67.55%
P-glycoprotein substrate + 0.5085 50.85%
CYP3A4 substrate + 0.7166 71.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9029 90.29%
CYP3A4 inhibition - 0.8864 88.64%
CYP2C9 inhibition - 0.8896 88.96%
CYP2C19 inhibition - 0.9273 92.73%
CYP2D6 inhibition - 0.9490 94.90%
CYP1A2 inhibition - 0.9023 90.23%
CYP2C8 inhibition + 0.5556 55.56%
CYP inhibitory promiscuity - 0.8887 88.87%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5761 57.61%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9226 92.26%
Skin irritation - 0.5619 56.19%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7239 72.39%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5823 58.23%
skin sensitisation - 0.9252 92.52%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5751 57.51%
Acute Oral Toxicity (c) I 0.8053 80.53%
Estrogen receptor binding + 0.7196 71.96%
Androgen receptor binding + 0.6778 67.78%
Thyroid receptor binding - 0.6026 60.26%
Glucocorticoid receptor binding + 0.6676 66.76%
Aromatase binding + 0.6499 64.99%
PPAR gamma + 0.6477 64.77%
Honey bee toxicity - 0.7280 72.80%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9626 96.26%

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 98.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.59% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.88% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.48% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 92.19% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.90% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.31% 94.33%
CHEMBL4072 P07858 Cathepsin B 85.22% 93.67%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.18% 96.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.50% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.16% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.75% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.56% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.99% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.69% 89.00%
CHEMBL2581 P07339 Cathepsin D 81.32% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.77% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.43% 97.14%

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 crispa

Cross-Links

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PubChem 163000674
LOTUS LTS0220215
wikiData Q104990313