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[(1R,3R,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] (2R)-2-methylbutanoate

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 1fc9d9b1-9843-4f60-911e-dca046f19b16
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1R,3R,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC2C(C(CC(C23C(OC(C3=C1)OC(=O)C)OC(=O)C)O)C)(C)CCC(=C)C=C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@@H]1C[C@H]2[C@]([C@@H](C[C@@H]([C@]23[C@H](O[C@@H](C3=C1)OC(=O)C)OC(=O)C)O)C)(C)CCC(=C)C=C
InChI InChI=1S/C29H42O8/c1-9-16(3)11-12-28(8)18(5)13-24(32)29-22(26(34-19(6)30)37-27(29)35-20(7)31)14-21(15-23(28)29)36-25(33)17(4)10-2/h9,14,17-18,21,23-24,26-27,32H,1,3,10-13,15H2,2,4-8H3/t17-,18-,21+,23+,24+,26+,27+,28-,29-/m1/s1
InChI Key UCTQGEZEUWGOLP-RCLODGCZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O8
Molecular Weight 518.60 g/mol
Exact Mass 518.28796829 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.62
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3R,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 - 0.7734 77.34%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6232 62.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8389 83.89%
OATP1B3 inhibitior + 0.8927 89.27%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9092 90.92%
P-glycoprotein inhibitior + 0.6870 68.70%
P-glycoprotein substrate + 0.5420 54.20%
CYP3A4 substrate + 0.6796 67.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8630 86.30%
CYP3A4 inhibition + 0.8340 83.40%
CYP2C9 inhibition - 0.7995 79.95%
CYP2C19 inhibition - 0.8021 80.21%
CYP2D6 inhibition - 0.9261 92.61%
CYP1A2 inhibition - 0.6766 67.66%
CYP2C8 inhibition + 0.6472 64.72%
CYP inhibitory promiscuity - 0.7826 78.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5642 56.42%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9020 90.20%
Skin irritation + 0.7324 73.24%
Skin corrosion - 0.9119 91.19%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5078 50.78%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8505 85.05%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5777 57.77%
Estrogen receptor binding + 0.7630 76.30%
Androgen receptor binding + 0.6824 68.24%
Thyroid receptor binding + 0.5320 53.20%
Glucocorticoid receptor binding + 0.7701 77.01%
Aromatase binding + 0.7372 73.72%
PPAR gamma + 0.6851 68.51%
Honey bee toxicity - 0.7069 70.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.16% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.11% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.15% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.63% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 93.55% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.52% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.01% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 89.71% 97.79%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.93% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.32% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.99% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.75% 96.77%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.57% 97.21%
CHEMBL340 P08684 Cytochrome P450 3A4 82.79% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.02% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.92% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.22% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.11% 95.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.52% 82.69%

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.
Casearia corymbosa

Cross-Links

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PubChem 163060648
LOTUS LTS0004830
wikiData Q105270126