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

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 676722b7-c51e-451e-b36f-a4744f2439cb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1R,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3-diacetyloxy-5,10-dihydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] (2E,4E)-deca-2,4-dienoate
SMILES (Canonical) CCCCCC=CC=CC(=O)OC1C(C(C2CC(C=C3C2(C1O)C(OC3OC(=O)C)OC(=O)C)O)(C)CCC(=C)C=C)C
SMILES (Isomeric) CCCCC/C=C/C=C/C(=O)O[C@@H]1[C@H]([C@@]([C@@H]2C[C@H](C=C3[C@@]2([C@H]1O)[C@H](O[C@@H]3OC(=O)C)OC(=O)C)O)(C)CCC(=C)C=C)C
InChI InChI=1S/C34H48O9/c1-8-10-11-12-13-14-15-16-28(38)42-29-22(4)33(7,18-17-21(3)9-2)27-20-25(37)19-26-31(40-23(5)35)43-32(41-24(6)36)34(26,27)30(29)39/h9,13-16,19,22,25,27,29-32,37,39H,2-3,8,10-12,17-18,20H2,1,4-7H3/b14-13+,16-15+/t22-,25+,27+,29-,30+,31+,32+,33-,34-/m1/s1
InChI Key WGHDGSZCVSIZQE-MRXMUHBJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O9
Molecular Weight 600.70 g/mol
Exact Mass 600.32983310 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.23
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9880 98.80%
Caco-2 - 0.8252 82.52%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6424 64.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7732 77.32%
OATP1B3 inhibitior + 0.9069 90.69%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9311 93.11%
P-glycoprotein inhibitior + 0.7704 77.04%
P-glycoprotein substrate + 0.6407 64.07%
CYP3A4 substrate + 0.7133 71.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8899 88.99%
CYP3A4 inhibition + 0.8589 85.89%
CYP2C9 inhibition - 0.7891 78.91%
CYP2C19 inhibition - 0.7600 76.00%
CYP2D6 inhibition - 0.9103 91.03%
CYP1A2 inhibition - 0.6848 68.48%
CYP2C8 inhibition + 0.7190 71.90%
CYP inhibitory promiscuity - 0.7906 79.06%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4590 45.90%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9188 91.88%
Skin irritation + 0.7764 77.64%
Skin corrosion - 0.9172 91.72%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7356 73.56%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8769 87.69%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.6382 63.82%
Acute Oral Toxicity (c) III 0.4460 44.60%
Estrogen receptor binding + 0.7484 74.84%
Androgen receptor binding + 0.7196 71.96%
Thyroid receptor binding + 0.5237 52.37%
Glucocorticoid receptor binding + 0.7247 72.47%
Aromatase binding + 0.6514 65.14%
PPAR gamma + 0.6505 65.05%
Honey bee toxicity - 0.6947 69.47%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9973 99.73%

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 99.27% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 97.04% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.84% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.65% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.44% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.96% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.30% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.33% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.93% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 90.55% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.42% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.81% 94.80%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.27% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.10% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 85.48% 94.73%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.68% 89.34%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.36% 92.94%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.15% 97.21%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.01% 89.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.87% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.53% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.56% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.46% 91.19%
CHEMBL230 P35354 Cyclooxygenase-2 80.08% 89.63%

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 rupestris

Cross-Links

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PubChem 162822774
LOTUS LTS0118695
wikiData Q105304483