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(1R,4S,5R,9S,10R,13S)-13-[(2S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

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 3576956b-9b1b-4fe7-8960-540a1458b2d2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
IUPAC Name (1R,4S,5R,9S,10R,13S)-13-[(2S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
SMILES (Canonical) CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)(C)C(=O)O
SMILES (Isomeric) C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5C(C(C(C(O5)CO)O)O)O[C@H]6C(C(C(C(O6)CO)O)O)O)(C)C(=O)O
InChI InChI=1S/C32H50O13/c1-15-11-31-9-5-18-29(2,7-4-8-30(18,3)28(40)41)19(31)6-10-32(15,14-31)45-27-25(23(38)21(36)17(13-34)43-27)44-26-24(39)22(37)20(35)16(12-33)42-26/h16-27,33-39H,1,4-14H2,2-3H3,(H,40,41)/t16?,17?,18-,19-,20?,21?,22?,23?,24?,25?,26-,27-,29+,30+,31+,32-/m0/s1
InChI Key OMHUCGDTACNQEX-ICNNUHDTSA-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 0.60
Atomic LogP (AlogP) -0.20
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4S,5R,9S,10R,13S)-13-[(2S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

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 - 0.8899 88.99%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.7587 75.87%
OATP2B1 inhibitior - 0.7234 72.34%
OATP1B1 inhibitior + 0.8080 80.80%
OATP1B3 inhibitior + 0.8889 88.89%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7596 75.96%
BSEP inhibitior - 0.8120 81.20%
P-glycoprotein inhibitior + 0.6305 63.05%
P-glycoprotein substrate - 0.7792 77.92%
CYP3A4 substrate + 0.6833 68.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8714 87.14%
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 + 0.4574 45.74%
CYP inhibitory promiscuity - 0.9271 92.71%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7066 70.66%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9212 92.12%
Skin irritation - 0.6009 60.09%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8349 83.49%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8948 89.48%
skin sensitisation - 0.8974 89.74%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.5467 54.67%
Acute Oral Toxicity (c) I 0.4494 44.94%
Estrogen receptor binding + 0.6918 69.18%
Androgen receptor binding + 0.7069 70.69%
Thyroid receptor binding - 0.5605 56.05%
Glucocorticoid receptor binding - 0.4741 47.41%
Aromatase binding + 0.6862 68.62%
PPAR gamma + 0.5522 55.22%
Honey bee toxicity - 0.7697 76.97%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6850 68.50%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.11% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.84% 96.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.65% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.44% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.73% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 88.61% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.62% 97.36%
CHEMBL340 P08684 Cytochrome P450 3A4 85.82% 91.19%
CHEMBL237 P41145 Kappa opioid receptor 85.73% 98.10%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.53% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.65% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.97% 91.07%
CHEMBL2581 P07339 Cathepsin D 82.82% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.68% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.15% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.30% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.42% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.22% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.03% 91.24%

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 incisa
Stevia rebaudiana

Cross-Links

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PubChem 138113758
LOTUS LTS0020884
wikiData Q104251802