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3-O-[(E)-5-[(1S,2R,4aR,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 1-O-[(E)-5-[(1R,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] propanedioate

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 e53e95bc-67c0-4e92-8616-9d7edc811b6f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name 3-O-[(E)-5-[(1S,2R,4aR,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 1-O-[(E)-5-[(1R,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] propanedioate
SMILES (Canonical) CC1CCC2(C(C1(C)CCC(=CCOC(=O)CC(=O)OCC=C(C)CCC3C(=CCC4C3(CCCC4(C)C)C)C)C)CCC=C2C)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@@]1(C)CC/C(=C/COC(=O)CC(=O)OC/C=C(\C)/CC[C@@H]3C(=CC[C@@H]4[C@@]3(CCCC4(C)C)C)C)/C)CCC=C2C)C
InChI InChI=1S/C43H68O4/c1-30(15-17-35-32(3)16-18-36-40(6,7)23-12-24-43(35,36)10)21-27-46-38(44)29-39(45)47-28-22-31(2)19-25-41(8)34(5)20-26-42(9)33(4)13-11-14-37(41)42/h13,16,21-22,34-37H,11-12,14-15,17-20,23-29H2,1-10H3/b30-21+,31-22+/t34-,35-,36+,37+,41+,42+,43-/m1/s1
InChI Key OZJBEUHJCWOKKL-SELSYRRVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C43H68O4
Molecular Weight 649.00 g/mol
Exact Mass 648.51176065 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 12.90
Atomic LogP (AlogP) 11.51
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-O-[(E)-5-[(1S,2R,4aR,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 1-O-[(E)-5-[(1R,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] propanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9878 98.78%
Caco-2 - 0.8113 81.13%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7699 76.99%
OATP2B1 inhibitior - 0.5700 57.00%
OATP1B1 inhibitior + 0.8501 85.01%
OATP1B3 inhibitior + 0.8344 83.44%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9777 97.77%
P-glycoprotein inhibitior + 0.7818 78.18%
P-glycoprotein substrate - 0.5350 53.50%
CYP3A4 substrate + 0.7042 70.42%
CYP2C9 substrate - 0.7874 78.74%
CYP2D6 substrate - 0.8618 86.18%
CYP3A4 inhibition - 0.8472 84.72%
CYP2C9 inhibition - 0.7737 77.37%
CYP2C19 inhibition - 0.6818 68.18%
CYP2D6 inhibition - 0.9348 93.48%
CYP1A2 inhibition - 0.8294 82.94%
CYP2C8 inhibition + 0.7532 75.32%
CYP inhibitory promiscuity - 0.6713 67.13%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.4929 49.29%
Eye corrosion - 0.9732 97.32%
Eye irritation - 0.9131 91.31%
Skin irritation - 0.7435 74.35%
Skin corrosion - 0.9783 97.83%
Ames mutagenesis - 0.6920 69.20%
Human Ether-a-go-go-Related Gene inhibition - 0.3810 38.10%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6196 61.96%
skin sensitisation - 0.6496 64.96%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6135 61.35%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.6966 69.66%
Acute Oral Toxicity (c) III 0.5224 52.24%
Estrogen receptor binding + 0.7839 78.39%
Androgen receptor binding + 0.6644 66.44%
Thyroid receptor binding + 0.5584 55.84%
Glucocorticoid receptor binding + 0.7354 73.54%
Aromatase binding + 0.6769 67.69%
PPAR gamma + 0.6451 64.51%
Honey bee toxicity - 0.7694 76.94%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.33% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.26% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.07% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.99% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.25% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.81% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.64% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.16% 95.56%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.50% 98.99%
CHEMBL2581 P07339 Cathepsin D 83.89% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 83.82% 94.73%
CHEMBL5028 O14672 ADAM10 83.73% 97.50%
CHEMBL4040 P28482 MAP kinase ERK2 83.44% 83.82%
CHEMBL233 P35372 Mu opioid receptor 82.82% 97.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.78% 94.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.97% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.71% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.40% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.04% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.92% 92.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.58% 82.69%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.34% 96.90%

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.
Parentucellia latifolia

Cross-Links

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PubChem 163042378
LOTUS LTS0258382
wikiData Q105203862