PlantaeDB Logo
Login Sign-up

(2R)-2-[(2R,3S,5S,6R)-6-[(2S,3S,4S,6S)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic 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

Top
Internal ID a4c0617d-3814-46a8-a4df-971860cb0c95
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R)-2-[(2R,3S,5S,6R)-6-[(2S,3S,4S,6S)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)/t23-,24-,25-,26+,27-,28-,29-,30+,31+,32+,33+,34+,36+,37+,38-,40-,41+,42-,43-/m0/s1
InChI Key VHKXXVVRRDYCIK-QBLUFOROSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C43H72O11
Molecular Weight 765.00 g/mol
Exact Mass 764.50746311 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.43
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R)-2-[(2R,3S,5S,6R)-6-[(2S,3S,4S,6S)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9562 95.62%
Caco-2 - 0.8685 86.85%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7936 79.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8199 81.99%
OATP1B3 inhibitior - 0.4499 44.99%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8763 87.63%
P-glycoprotein inhibitior + 0.7716 77.16%
P-glycoprotein substrate - 0.6954 69.54%
CYP3A4 substrate + 0.7132 71.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8811 88.11%
CYP3A4 inhibition - 0.5747 57.47%
CYP2C9 inhibition - 0.9195 91.95%
CYP2C19 inhibition - 0.8875 88.75%
CYP2D6 inhibition - 0.9624 96.24%
CYP1A2 inhibition - 0.9336 93.36%
CYP2C8 inhibition + 0.6774 67.74%
CYP inhibitory promiscuity - 0.9527 95.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5187 51.87%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9136 91.36%
Skin irritation + 0.5528 55.28%
Skin corrosion - 0.8912 89.12%
Ames mutagenesis - 0.6624 66.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7389 73.89%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5323 53.23%
skin sensitisation - 0.9001 90.01%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8273 82.73%
Acute Oral Toxicity (c) I 0.7721 77.21%
Estrogen receptor binding + 0.7785 77.85%
Androgen receptor binding + 0.7192 71.92%
Thyroid receptor binding - 0.5343 53.43%
Glucocorticoid receptor binding + 0.8860 88.60%
Aromatase binding + 0.6968 69.68%
PPAR gamma + 0.8708 87.08%
Honey bee toxicity - 0.7335 73.35%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5757 57.57%
Fish aquatic toxicity + 0.9845 98.45%

Targets

Top

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
CHEMBL221 P23219 Cyclooxygenase-1 98.51% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.03% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.43% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.10% 91.11%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.06% 96.21%
CHEMBL2581 P07339 Cathepsin D 92.74% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.80% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.57% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.44% 96.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.22% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.26% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.25% 93.56%
CHEMBL4208 P20618 Proteasome component C5 83.53% 90.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.05% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.98% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.68% 89.00%
CHEMBL3837 P07711 Cathepsin L 81.62% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.59% 95.50%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 80.95% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.81% 97.14%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.21% 92.29%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.12% 92.62%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 136662680
LOTUS LTS0011739
wikiData Q105286472