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[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10S,13R,15R)-5,9-dimethyl-14-methylidene-15-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-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 99be6f15-9eb4-4912-92e9-a11575e89194
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
IUPAC Name [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10S,13R,15R)-5,9-dimethyl-14-methylidene-15-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H50O13/c1-14-15-5-6-19-30(2)8-4-9-31(3,29(41)45-28-25(40)23(38)21(36)17(13-34)43-28)18(30)7-10-32(19,11-15)26(14)44-27-24(39)22(37)20(35)16(12-33)42-27/h15-28,33-40H,1,4-13H2,2-3H3/t15-,16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26-,27+,28+,30-,31-,32-/m1/s1
InChI Key MCSYAAJGVRMVKY-QOMBLCQQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O13
Molecular Weight 642.70 g/mol
Exact Mass 642.32514165 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -0.91
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10S,13R,15R)-5,9-dimethyl-14-methylidene-15-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6491 64.91%
Caco-2 - 0.8714 87.14%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.7587 75.87%
OATP2B1 inhibitior - 0.5843 58.43%
OATP1B1 inhibitior + 0.8506 85.06%
OATP1B3 inhibitior + 0.8889 88.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7596 75.96%
BSEP inhibitior - 0.7428 74.28%
P-glycoprotein inhibitior + 0.6080 60.80%
P-glycoprotein substrate - 0.7465 74.65%
CYP3A4 substrate + 0.6866 68.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8539 85.39%
CYP3A4 inhibition - 0.9600 96.00%
CYP2C9 inhibition - 0.8814 88.14%
CYP2C19 inhibition - 0.8658 86.58%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.8532 85.32%
CYP2C8 inhibition - 0.5875 58.75%
CYP inhibitory promiscuity - 0.9271 92.71%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7066 70.66%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9237 92.37%
Skin irritation - 0.6009 60.09%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7260 72.60%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7827 78.27%
skin sensitisation - 0.8974 89.74%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7506 75.06%
Acute Oral Toxicity (c) I 0.4494 44.94%
Estrogen receptor binding + 0.6892 68.92%
Androgen receptor binding + 0.6648 66.48%
Thyroid receptor binding - 0.5718 57.18%
Glucocorticoid receptor binding + 0.5521 55.21%
Aromatase binding + 0.6067 60.67%
PPAR gamma + 0.6161 61.61%
Honey bee toxicity - 0.7820 78.20%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6905 69.05%
Fish aquatic toxicity + 0.9769 97.69%

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 96.62% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.63% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.17% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.55% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.40% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.10% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.78% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.61% 96.38%
CHEMBL237 P41145 Kappa opioid receptor 88.95% 98.10%
CHEMBL5255 O00206 Toll-like receptor 4 88.26% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.24% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.50% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.63% 95.89%
CHEMBL1977 P11473 Vitamin D receptor 86.46% 99.43%
CHEMBL2581 P07339 Cathepsin D 85.68% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.18% 96.77%
CHEMBL4040 P28482 MAP kinase ERK2 84.09% 83.82%
CHEMBL259 P32245 Melanocortin receptor 4 81.77% 95.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.34% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.03% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.98% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.95% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.75% 94.33%

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.
Pulicaria undulata subsp. undulata

Cross-Links

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PubChem 101316823
LOTUS LTS0103279
wikiData Q105161419