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[(3R,7S)-8-[(1S,4aS,6S,7S,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbonyl]oxy-3,7-dimethyloctyl] (1S,4aS,6S,7aS)-6-hydroxy-7-methylidene-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-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 749d443f-c2aa-4230-a663-09abc509a6b1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name [(3R,7S)-8-[(1S,4aS,6S,7S,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbonyl]oxy-3,7-dimethyloctyl] (1S,4aS,6S,7aS)-6-hydroxy-7-methylidene-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H64O20/c1-17(8-9-55-37(53)23-15-57-39(29-19(3)25(45)10-21(23)29)61-41-35(51)33(49)31(47)27(12-43)59-41)6-5-7-18(2)14-56-38(54)24-16-58-40(30-20(4)26(46)11-22(24)30)62-42-36(52)34(50)32(48)28(13-44)60-42/h15-18,20-22,25-36,39-52H,3,5-14H2,1-2,4H3/t17-,18+,20-,21-,22-,25+,26+,27-,28-,29-,30-,31-,32-,33+,34+,35-,36-,39+,40+,41+,42+/m1/s1
InChI Key JKEHOXKBDXEQQR-UAOURDFDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H64O20
Molecular Weight 888.90 g/mol
Exact Mass 888.39909443 g/mol
Topological Polar Surface Area (TPSA) 310.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -1.79
H-Bond Acceptor 20
H-Bond Donor 10
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,7S)-8-[(1S,4aS,6S,7S,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbonyl]oxy-3,7-dimethyloctyl] (1S,4aS,6S,7aS)-6-hydroxy-7-methylidene-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6108 61.08%
Caco-2 - 0.8654 86.54%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7699 76.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3303 33.03%
OATP1B3 inhibitior + 0.9082 90.82%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7527 75.27%
P-glycoprotein inhibitior + 0.7373 73.73%
P-glycoprotein substrate + 0.6166 61.66%
CYP3A4 substrate + 0.6989 69.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition - 0.7108 71.08%
CYP2C9 inhibition - 0.9094 90.94%
CYP2C19 inhibition - 0.8886 88.86%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.8440 84.40%
CYP2C8 inhibition + 0.5055 50.55%
CYP inhibitory promiscuity - 0.9665 96.65%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7201 72.01%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9041 90.41%
Skin irritation - 0.5679 56.79%
Skin corrosion - 0.9467 94.67%
Ames mutagenesis - 0.5578 55.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7480 74.80%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9179 91.79%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6718 67.18%
Acute Oral Toxicity (c) III 0.5129 51.29%
Estrogen receptor binding + 0.8084 80.84%
Androgen receptor binding + 0.7175 71.75%
Thyroid receptor binding - 0.4941 49.41%
Glucocorticoid receptor binding + 0.7453 74.53%
Aromatase binding + 0.6838 68.38%
PPAR gamma + 0.7496 74.96%
Honey bee toxicity - 0.7566 75.66%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9723 97.23%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.61% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.17% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 94.68% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.37% 96.61%
CHEMBL2581 P07339 Cathepsin D 93.12% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.97% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.76% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.90% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.39% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.42% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.39% 95.89%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.05% 89.34%
CHEMBL221 P23219 Cyclooxygenase-1 80.57% 90.17%
CHEMBL220 P22303 Acetylcholinesterase 80.10% 94.45%

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.
Premna odorata

Cross-Links

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PubChem 162857429
LOTUS LTS0252513
wikiData Q105130161