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(1R,2R,6R,7R,8S)-8-[2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]-1,5-dimethyltricyclo[4.4.0.02,7]dec-4-en-3-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 303afc82-0bca-4634-9285-16b51772b935
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1R,2R,6R,7R,8S)-8-[2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]-1,5-dimethyltricyclo[4.4.0.02,7]dec-4-en-3-one
SMILES (Canonical) CC1=CC(=O)C2C3C1C2(CCC3C(C)(C)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O)C
SMILES (Isomeric) CC1=CC(=O)[C@@H]2[C@@H]3[C@H]1[C@]2(CC[C@@H]3C(C)(C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@](CO5)(CO)O)O)O)O)O)C
InChI InChI=1S/C26H40O11/c1-11-7-13(28)17-15-12(5-6-25(17,4)16(11)15)24(2,3)37-22-20(31)19(30)18(29)14(36-22)8-34-23-21(32)26(33,9-27)10-35-23/h7,12,14-23,27,29-33H,5-6,8-10H2,1-4H3/t12-,14+,15-,16-,17+,18+,19-,20+,21-,22-,23+,25+,26+/m0/s1
InChI Key XFLVPLJMLLCEOX-VUXDHMBHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H40O11
Molecular Weight 528.60 g/mol
Exact Mass 528.25706209 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -1.15
H-Bond Acceptor 11
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 (1R,2R,6R,7R,8S)-8-[2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]-1,5-dimethyltricyclo[4.4.0.02,7]dec-4-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8151 81.51%
Caco-2 - 0.8295 82.95%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7849 78.49%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8565 85.65%
OATP1B3 inhibitior + 0.8515 85.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.6704 67.04%
P-glycoprotein inhibitior - 0.5164 51.64%
P-glycoprotein substrate - 0.6529 65.29%
CYP3A4 substrate + 0.7214 72.14%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8910 89.10%
CYP3A4 inhibition - 0.8885 88.85%
CYP2C9 inhibition - 0.8299 82.99%
CYP2C19 inhibition - 0.8857 88.57%
CYP2D6 inhibition - 0.9179 91.79%
CYP1A2 inhibition - 0.8790 87.90%
CYP2C8 inhibition + 0.5103 51.03%
CYP inhibitory promiscuity - 0.9202 92.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5614 56.14%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9461 94.61%
Skin irritation - 0.5849 58.49%
Skin corrosion - 0.9348 93.48%
Ames mutagenesis - 0.6484 64.84%
Human Ether-a-go-go-Related Gene inhibition + 0.6419 64.19%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.5513 55.13%
skin sensitisation - 0.8772 87.72%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7655 76.55%
Acute Oral Toxicity (c) I 0.4407 44.07%
Estrogen receptor binding + 0.6422 64.22%
Androgen receptor binding + 0.6821 68.21%
Thyroid receptor binding - 0.5294 52.94%
Glucocorticoid receptor binding + 0.5906 59.06%
Aromatase binding + 0.6634 66.34%
PPAR gamma + 0.5962 59.62%
Honey bee toxicity - 0.8073 80.73%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8918 89.18%

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 96.29% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.27% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.12% 95.93%
CHEMBL2581 P07339 Cathepsin D 94.32% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 93.31% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.90% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.70% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.17% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 90.33% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.02% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.20% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.97% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.38% 96.90%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.14% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.02% 99.23%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.87% 97.36%
CHEMBL1871 P10275 Androgen Receptor 87.70% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.69% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.34% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 86.04% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.31% 96.61%
CHEMBL4581 P52732 Kinesin-like protein 1 84.09% 93.18%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.46% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.13% 97.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.19% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 80.08% 94.73%

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 sinensis

Cross-Links

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PubChem 162877411
LOTUS LTS0063307
wikiData Q105327098