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[(3R,4S,5R,6S)-4,5-diacetyloxy-6-[2-[(2R,4aR)-8-(hydroxymethyl)-4a-methyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-yloxy]oxan-3-yl] acetate

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 124aed72-4799-4a8b-8e34-d6d578c19adb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(3R,4S,5R,6S)-4,5-diacetyloxy-6-[2-[(2R,4aR)-8-(hydroxymethyl)-4a-methyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-yloxy]oxan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)OC(C)(C)C2CCC3(CCCC(=C3C2)CO)C
SMILES (Isomeric) CC(=O)O[C@@H]1CO[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(C)(C)[C@@H]2CC[C@]3(CCCC(=C3C2)CO)C
InChI InChI=1S/C26H40O9/c1-15(28)32-21-14-31-24(23(34-17(3)30)22(21)33-16(2)29)35-25(4,5)19-9-11-26(6)10-7-8-18(13-27)20(26)12-19/h19,21-24,27H,7-14H2,1-6H3/t19-,21-,22+,23-,24+,26-/m1/s1
InChI Key VOZNBQLIGQEEPQ-YWSZBWRTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H40O9
Molecular Weight 496.60 g/mol
Exact Mass 496.26723285 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.21
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,4S,5R,6S)-4,5-diacetyloxy-6-[2-[(2R,4aR)-8-(hydroxymethyl)-4a-methyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-yloxy]oxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9436 94.36%
Caco-2 - 0.6846 68.46%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8786 87.86%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8476 84.76%
OATP1B3 inhibitior - 0.3430 34.30%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6474 64.74%
BSEP inhibitior + 0.9022 90.22%
P-glycoprotein inhibitior + 0.7648 76.48%
P-glycoprotein substrate - 0.6506 65.06%
CYP3A4 substrate + 0.6995 69.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8835 88.35%
CYP3A4 inhibition - 0.7750 77.50%
CYP2C9 inhibition - 0.8019 80.19%
CYP2C19 inhibition - 0.8429 84.29%
CYP2D6 inhibition - 0.9525 95.25%
CYP1A2 inhibition - 0.7409 74.09%
CYP2C8 inhibition + 0.4808 48.08%
CYP inhibitory promiscuity - 0.9191 91.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6591 65.91%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8980 89.80%
Skin irritation - 0.6048 60.48%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis - 0.5524 55.24%
Human Ether-a-go-go-Related Gene inhibition - 0.4308 43.08%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6322 63.22%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7506 75.06%
Acute Oral Toxicity (c) III 0.7206 72.06%
Estrogen receptor binding + 0.8054 80.54%
Androgen receptor binding + 0.6270 62.70%
Thyroid receptor binding + 0.5418 54.18%
Glucocorticoid receptor binding + 0.7217 72.17%
Aromatase binding + 0.6515 65.15%
PPAR gamma + 0.6257 62.57%
Honey bee toxicity - 0.7360 73.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9775 97.75%

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 98.68% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.67% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.85% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.78% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.91% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.53% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.10% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.15% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.98% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 84.33% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.79% 97.14%
CHEMBL5028 O14672 ADAM10 83.39% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.37% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.30% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 83.21% 95.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.95% 94.33%
CHEMBL2996 Q05655 Protein kinase C delta 82.94% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.11% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.71% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.26% 91.07%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.18% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.33% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.19% 89.00%

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.
Iphiona scabra

Cross-Links

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PubChem 162816912
LOTUS LTS0275569
wikiData Q105290590