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(E)-6-[(1'S,3S,6R,7S,7aS)-7-(3-methoxy-3-oxopropyl)-1'-methyl-3'-methylidene-6-prop-1-en-2-ylspiro[1,2,5,6,7,7a-hexahydroindene-3,2'-cyclopentane]-1'-yl]-2-methyl-4-oxohex-2-enoic acid

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 b2aafcea-60f9-419b-8a03-f288a86b8500
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
IUPAC Name (E)-6-[(1'S,3S,6R,7S,7aS)-7-(3-methoxy-3-oxopropyl)-1'-methyl-3'-methylidene-6-prop-1-en-2-ylspiro[1,2,5,6,7,7a-hexahydroindene-3,2'-cyclopentane]-1'-yl]-2-methyl-4-oxohex-2-enoic acid
SMILES (Canonical) CC(=C)C1CC=C2C(C1CCC(=O)OC)CCC23C(=C)CCC3(C)CCC(=O)C=C(C)C(=O)O
SMILES (Isomeric) CC(=C)[C@@H]1CC=C2[C@H]([C@H]1CCC(=O)OC)CC[C@@]23C(=C)CC[C@@]3(C)CCC(=O)/C=C(\C)/C(=O)O
InChI InChI=1S/C29H40O5/c1-18(2)22-7-9-25-24(23(22)8-10-26(31)34-6)13-16-29(25)20(4)11-14-28(29,5)15-12-21(30)17-19(3)27(32)33/h9,17,22-24H,1,4,7-8,10-16H2,2-3,5-6H3,(H,32,33)/b19-17+/t22-,23-,24-,28-,29+/m0/s1
InChI Key KOOLDZSKKIQETA-CMTUVLSKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O5
Molecular Weight 468.60 g/mol
Exact Mass 468.28757437 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 5.40
Atomic LogP (AlogP) 6.21
H-Bond Acceptor 4
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 (E)-6-[(1'S,3S,6R,7S,7aS)-7-(3-methoxy-3-oxopropyl)-1'-methyl-3'-methylidene-6-prop-1-en-2-ylspiro[1,2,5,6,7,7a-hexahydroindene-3,2'-cyclopentane]-1'-yl]-2-methyl-4-oxohex-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9856 98.56%
Caco-2 - 0.6917 69.17%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6995 69.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7986 79.86%
OATP1B3 inhibitior - 0.2286 22.86%
MATE1 inhibitior - 0.5800 58.00%
OCT2 inhibitior - 0.7771 77.71%
BSEP inhibitior + 0.8861 88.61%
P-glycoprotein inhibitior + 0.7710 77.10%
P-glycoprotein substrate - 0.5276 52.76%
CYP3A4 substrate + 0.6792 67.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9082 90.82%
CYP3A4 inhibition - 0.7255 72.55%
CYP2C9 inhibition - 0.8315 83.15%
CYP2C19 inhibition - 0.9096 90.96%
CYP2D6 inhibition - 0.9533 95.33%
CYP1A2 inhibition - 0.7680 76.80%
CYP2C8 inhibition + 0.7862 78.62%
CYP inhibitory promiscuity - 0.9020 90.20%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8520 85.20%
Carcinogenicity (trinary) Non-required 0.6721 67.21%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9277 92.77%
Skin irritation - 0.5334 53.34%
Skin corrosion - 0.9788 97.88%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6723 67.23%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5798 57.98%
skin sensitisation - 0.6642 66.42%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7904 79.04%
Acute Oral Toxicity (c) III 0.7660 76.60%
Estrogen receptor binding + 0.7323 73.23%
Androgen receptor binding + 0.7981 79.81%
Thyroid receptor binding + 0.6326 63.26%
Glucocorticoid receptor binding + 0.8325 83.25%
Aromatase binding + 0.7500 75.00%
PPAR gamma + 0.5814 58.14%
Honey bee toxicity - 0.7895 78.95%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9961 99.61%

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 99.06% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.28% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.18% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 92.82% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.43% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 90.17% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 88.89% 91.19%
CHEMBL2581 P07339 Cathepsin D 88.27% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.49% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.06% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.83% 85.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.76% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.65% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.21% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.67% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.44% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.20% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.18% 95.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.97% 97.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.14% 96.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.07% 95.50%

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.
Abies alba
Abies sibirica

Cross-Links

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PubChem 101881056
LOTUS LTS0053643
wikiData Q104397797