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4-O-[[(1R,2R,4aR,8aR)-1-[(E)-5-[4-[[(4aS,7R,8S,8aR)-8-[(E)-5-acetyloxy-3-methylpent-3-enyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methoxy]-4-oxobutanoyl]oxy-3-methylpent-3-enyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methyl] 1-O-methyl butanedioate

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 1c33fc31-403f-44d4-b7ba-e1fb24947c4c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name 4-O-[[(1R,2R,4aR,8aR)-1-[(E)-5-[4-[[(4aS,7R,8S,8aR)-8-[(E)-5-acetyloxy-3-methylpent-3-enyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methoxy]-4-oxobutanoyl]oxy-3-methylpent-3-enyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methyl] 1-O-methyl butanedioate
SMILES (Canonical) CC1CCC2(C(C1(C)CCC(=CCOC(=O)C)C)CCC=C2C)COC(=O)CCC(=O)OCC=C(C)CCC3(C(CCC4(C3CCC=C4C)C)COC(=O)CCC(=O)OC)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC/C(=C/COC(=O)C)/C)CCC=C2C)COC(=O)CCC(=O)OC/C=C(\C)/CC[C@]3([C@@H](CC[C@@]4([C@@H]3CCC=C4C)C)COC(=O)CCC(=O)OC)C
InChI InChI=1S/C51H78O10/c1-35(25-31-58-40(6)52)21-27-49(8)38(4)23-30-51(39(5)14-12-16-43(49)51)34-61-47(56)20-19-45(54)59-32-26-36(2)22-28-50(9)41(33-60-46(55)18-17-44(53)57-10)24-29-48(7)37(3)13-11-15-42(48)50/h13-14,25-26,38,41-43H,11-12,15-24,27-34H2,1-10H3/b35-25+,36-26+/t38-,41+,42+,43-,48+,49+,50+,51-/m1/s1
InChI Key DOMPKHSZNDAFJT-LYWYGHEMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H78O10
Molecular Weight 851.20 g/mol
Exact Mass 850.55949868 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 10.90
Atomic LogP (AlogP) 10.92
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-O-[[(1R,2R,4aR,8aR)-1-[(E)-5-[4-[[(4aS,7R,8S,8aR)-8-[(E)-5-acetyloxy-3-methylpent-3-enyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methoxy]-4-oxobutanoyl]oxy-3-methylpent-3-enyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methyl] 1-O-methyl butanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9847 98.47%
Caco-2 - 0.8410 84.10%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7752 77.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8440 84.40%
OATP1B3 inhibitior + 0.9186 91.86%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9887 98.87%
P-glycoprotein inhibitior + 0.7795 77.95%
P-glycoprotein substrate - 0.5169 51.69%
CYP3A4 substrate + 0.7048 70.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7729 77.29%
CYP2C9 inhibition - 0.8735 87.35%
CYP2C19 inhibition - 0.7740 77.40%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8676 86.76%
CYP2C8 inhibition + 0.6966 69.66%
CYP inhibitory promiscuity - 0.6711 67.11%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8220 82.20%
Carcinogenicity (trinary) Non-required 0.5770 57.70%
Eye corrosion - 0.9790 97.90%
Eye irritation - 0.9034 90.34%
Skin irritation - 0.7858 78.58%
Skin corrosion - 0.9864 98.64%
Ames mutagenesis - 0.5766 57.66%
Human Ether-a-go-go-Related Gene inhibition + 0.7316 73.16%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5834 58.34%
skin sensitisation - 0.7609 76.09%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6521 65.21%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.6101 61.01%
Acute Oral Toxicity (c) III 0.5847 58.47%
Estrogen receptor binding + 0.8375 83.75%
Androgen receptor binding + 0.7030 70.30%
Thyroid receptor binding + 0.5901 59.01%
Glucocorticoid receptor binding + 0.7645 76.45%
Aromatase binding + 0.6468 64.68%
PPAR gamma + 0.7375 73.75%
Honey bee toxicity - 0.7650 76.50%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9974 99.74%

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 97.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.70% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 95.43% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.41% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.72% 97.25%
CHEMBL5028 O14672 ADAM10 89.39% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 89.24% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.10% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.86% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.20% 91.07%
CHEMBL4072 P07858 Cathepsin B 86.08% 93.67%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.04% 96.90%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.16% 94.80%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.95% 100.00%
CHEMBL1871 P10275 Androgen Receptor 83.14% 96.43%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.29% 85.30%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.81% 82.69%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.47% 94.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.46% 98.99%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.00% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.79% 93.00%

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.
Chrysothamnus stylosus

Cross-Links

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PubChem 163185275
LOTUS LTS0077408
wikiData Q104986061