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[(1S,3R,5R,6aS,7R,8R,10aS)-1,3-diacetyloxy-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 8b106a66-c433-4f95-9063-634b6ba8c280
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1S,3R,5R,6aS,7R,8R,10aS)-1,3-diacetyloxy-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(CCC23C(OC(C3=C1)OC(=O)C)OC(=O)C)C)(C)CCC(=C)C=C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@@H]1C[C@H]2[C@]([C@@H](CC[C@]23[C@@H](O[C@@H](C3=C1)OC(=O)C)OC(=O)C)C)(C)CCC(=C)C=C
InChI InChI=1S/C29H42O7/c1-9-17(3)11-13-28(8)19(5)12-14-29-23(26(33-20(6)30)36-27(29)34-21(7)31)15-22(16-24(28)29)35-25(32)18(4)10-2/h9,15,18-19,22,24,26-27H,1,3,10-14,16H2,2,4-8H3/t18-,19-,22+,24+,26+,27-,28-,29-/m1/s1
InChI Key SELKNUHSHRDLFR-WIOWHTSWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H42O7
Molecular Weight 502.60 g/mol
Exact Mass 502.29305367 g/mol
Topological Polar Surface Area (TPSA) 88.10 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.64
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,5R,6aS,7R,8R,10aS)-1,3-diacetyloxy-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 + 0.9960 99.60%
Caco-2 - 0.7409 74.09%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5821 58.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8307 83.07%
OATP1B3 inhibitior + 0.8501 85.01%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9373 93.73%
P-glycoprotein inhibitior + 0.7374 73.74%
P-glycoprotein substrate + 0.5054 50.54%
CYP3A4 substrate + 0.6808 68.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition + 0.6425 64.25%
CYP2C9 inhibition - 0.7811 78.11%
CYP2C19 inhibition - 0.6584 65.84%
CYP2D6 inhibition - 0.9451 94.51%
CYP1A2 inhibition - 0.6133 61.33%
CYP2C8 inhibition + 0.6049 60.49%
CYP inhibitory promiscuity - 0.6475 64.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5854 58.54%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.8900 89.00%
Skin irritation + 0.5680 56.80%
Skin corrosion - 0.9112 91.12%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4404 44.04%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5399 53.99%
skin sensitisation - 0.8121 81.21%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5094 50.94%
Acute Oral Toxicity (c) III 0.6952 69.52%
Estrogen receptor binding + 0.8272 82.72%
Androgen receptor binding + 0.6633 66.33%
Thyroid receptor binding + 0.5411 54.11%
Glucocorticoid receptor binding + 0.8248 82.48%
Aromatase binding + 0.7624 76.24%
PPAR gamma + 0.7101 71.01%
Honey bee toxicity - 0.7214 72.14%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.98% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.81% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.90% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.86% 94.45%
CHEMBL2581 P07339 Cathepsin D 88.90% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 88.12% 83.82%
CHEMBL2996 Q05655 Protein kinase C delta 88.07% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.83% 96.61%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.52% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.85% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.43% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.84% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.66% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.47% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.43% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.50% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.81% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.62% 100.00%

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.
Casearia tremula
Salvia aegyptiaca

Cross-Links

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PubChem 162902517
LOTUS LTS0257808
wikiData Q105171677