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[(1R,3R,5S,6aR,7R,8S,10S,10aR)-1,3-diacetyloxy-5-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] (3S)-3-hydroxyoctanoate

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 38c3ca2a-cac8-41cc-b581-42a4c445a83c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1R,3R,5S,6aR,7R,8S,10S,10aR)-1,3-diacetyloxy-5-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] (3S)-3-hydroxyoctanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H48O9/c1-8-10-11-12-23(35)18-28(37)40-27-15-20(4)31(7,14-13-19(3)9-2)26-17-24(36)16-25-29(38-21(5)33)41-30(32(25,26)27)39-22(6)34/h9,13,16,20,23-24,26-27,29-30,35-36H,2,8,10-12,14-15,17-18H2,1,3-7H3/b19-13+/t20-,23-,24+,26+,27-,29-,30-,31+,32-/m0/s1
InChI Key WKZFEHGQLZENOO-DTCPXWIHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O9
Molecular Weight 576.70 g/mol
Exact Mass 576.32983310 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.90
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3R,5S,6aR,7R,8S,10S,10aR)-1,3-diacetyloxy-5-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] (3S)-3-hydroxyoctanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9935 99.35%
Caco-2 - 0.7831 78.31%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7104 71.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8289 82.89%
OATP1B3 inhibitior + 0.8753 87.53%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9494 94.94%
P-glycoprotein inhibitior + 0.7784 77.84%
P-glycoprotein substrate + 0.6802 68.02%
CYP3A4 substrate + 0.7258 72.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8630 86.30%
CYP3A4 inhibition + 0.8571 85.71%
CYP2C9 inhibition - 0.7499 74.99%
CYP2C19 inhibition - 0.7778 77.78%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.7299 72.99%
CYP2C8 inhibition + 0.6129 61.29%
CYP inhibitory promiscuity - 0.7575 75.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5442 54.42%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9255 92.55%
Skin irritation + 0.6838 68.38%
Skin corrosion - 0.9190 91.90%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7462 74.62%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8619 86.19%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.5867 58.67%
Acute Oral Toxicity (c) I 0.3040 30.40%
Estrogen receptor binding + 0.7767 77.67%
Androgen receptor binding + 0.6903 69.03%
Thyroid receptor binding - 0.5652 56.52%
Glucocorticoid receptor binding + 0.7606 76.06%
Aromatase binding + 0.6901 69.01%
PPAR gamma + 0.6712 67.12%
Honey bee toxicity - 0.7481 74.81%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5135 51.35%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.09% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.64% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.77% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 95.76% 98.03%
CHEMBL2996 Q05655 Protein kinase C delta 95.28% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.15% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.73% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 90.12% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.37% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.77% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.31% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.16% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.52% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.48% 94.80%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.75% 96.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.77% 92.86%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.73% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.78% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.56% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.36% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.05% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.23% 97.09%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.65% 82.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.22% 94.08%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 80.17% 97.29%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162864673
LOTUS LTS0017771
wikiData Q105307808