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[(3R,7S)-8-[(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-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 c9df9030-5f62-4a02-b759-6f023121d680
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
IUPAC Name [(3R,7S)-8-[(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-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/C42H62O20/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/h15-18,21-22,25-36,39-52H,3-14H2,1-2H3/t17-,18+,21-,22-,25+,26+,27-,28-,29-,30-,31-,32-,33+,34+,35-,36-,39+,40+,41+,42+/m1/s1
InChI Key UPBUMUQEFOPAAY-YFUZSNKGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H62O20
Molecular Weight 886.90 g/mol
Exact Mass 886.38344436 g/mol
Topological Polar Surface Area (TPSA) 310.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.87
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,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-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 + 0.6009 60.09%
Caco-2 - 0.8640 86.40%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7887 78.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7989 79.89%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.7284 72.84%
BSEP inhibitior + 0.7151 71.51%
P-glycoprotein inhibitior + 0.7377 73.77%
P-glycoprotein substrate - 0.5404 54.04%
CYP3A4 substrate + 0.6714 67.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition - 0.7390 73.90%
CYP2C9 inhibition - 0.9169 91.69%
CYP2C19 inhibition - 0.8933 89.33%
CYP2D6 inhibition - 0.9217 92.17%
CYP1A2 inhibition - 0.8400 84.00%
CYP2C8 inhibition - 0.6297 62.97%
CYP inhibitory promiscuity - 0.9595 95.95%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7353 73.53%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.6078 60.78%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7248 72.48%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9118 91.18%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5259 52.59%
Acute Oral Toxicity (c) III 0.4901 49.01%
Estrogen receptor binding + 0.7968 79.68%
Androgen receptor binding + 0.7378 73.78%
Thyroid receptor binding + 0.5170 51.70%
Glucocorticoid receptor binding + 0.7301 73.01%
Aromatase binding + 0.6806 68.06%
PPAR gamma + 0.7383 73.83%
Honey bee toxicity - 0.7927 79.27%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9739 97.39%

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 97.95% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.71% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.86% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 91.73% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.43% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.24% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.47% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.31% 96.61%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.61% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.59% 96.00%
CHEMBL220 P22303 Acetylcholinesterase 86.37% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.97% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.68% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.52% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.69% 96.21%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.59% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.34% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 80.24% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.11% 91.19%

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 162981406
LOTUS LTS0275432
wikiData Q105276705