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(E,6R)-6-[(1'aR,3R,3'R,3aS,3'aR,6S,7aR,7'aS)-6-hydroxy-3',3a,3'a,7,7-pentamethyl-6'-oxospiro[1,2,4,5,6,7a-hexahydroindene-3,7'-1a,2,4,5-tetrahydroindeno[3,3a-b]oxirene]-3'-yl]-2-methylhept-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 f7a6a2a7-4bcf-4c27-9b7b-7dd695e87193
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (E,6R)-6-[(1'aR,3R,3'R,3aS,3'aR,6S,7aR,7'aS)-6-hydroxy-3',3a,3'a,7,7-pentamethyl-6'-oxospiro[1,2,4,5,6,7a-hexahydroindene-3,7'-1a,2,4,5-tetrahydroindeno[3,3a-b]oxirene]-3'-yl]-2-methylhept-2-enoic acid
SMILES (Canonical) CC(CCC=C(C)C(=O)O)C1(CC2C3(C1(CCC(=O)C34CCC5C4(CCC(C5(C)C)O)C)C)O2)C
SMILES (Isomeric) C[C@H](CC/C=C(\C)/C(=O)O)[C@]1(C[C@@H]2[C@@]3([C@@]1(CCC(=O)[C@@]34CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)O2)C
InChI InChI=1S/C30H46O5/c1-18(24(33)34)9-8-10-19(2)27(6)17-23-30(35-23)28(27,7)15-13-22(32)29(30)16-11-20-25(3,4)21(31)12-14-26(20,29)5/h9,19-21,23,31H,8,10-17H2,1-7H3,(H,33,34)/b18-9+/t19-,20+,21+,23-,26+,27-,28-,29-,30+/m1/s1
InChI Key IRAGGNASSAZGAD-IFYOZDGCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H46O5
Molecular Weight 486.70 g/mol
Exact Mass 486.33452456 g/mol
Topological Polar Surface Area (TPSA) 87.10 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.93
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E,6R)-6-[(1'aR,3R,3'R,3aS,3'aR,6S,7aR,7'aS)-6-hydroxy-3',3a,3'a,7,7-pentamethyl-6'-oxospiro[1,2,4,5,6,7a-hexahydroindene-3,7'-1a,2,4,5-tetrahydroindeno[3,3a-b]oxirene]-3'-yl]-2-methylhept-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 + 0.9760 97.60%
Caco-2 - 0.6018 60.18%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7632 76.32%
OATP2B1 inhibitior - 0.7144 71.44%
OATP1B1 inhibitior + 0.7781 77.81%
OATP1B3 inhibitior + 0.9047 90.47%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6532 65.32%
BSEP inhibitior + 0.8896 88.96%
P-glycoprotein inhibitior - 0.4305 43.05%
P-glycoprotein substrate - 0.5366 53.66%
CYP3A4 substrate + 0.6899 68.99%
CYP2C9 substrate - 0.8071 80.71%
CYP2D6 substrate - 0.8893 88.93%
CYP3A4 inhibition - 0.5965 59.65%
CYP2C9 inhibition - 0.8462 84.62%
CYP2C19 inhibition - 0.8913 89.13%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.8266 82.66%
CYP2C8 inhibition - 0.6060 60.60%
CYP inhibitory promiscuity - 0.9218 92.18%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6613 66.13%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9353 93.53%
Skin irritation + 0.5515 55.15%
Skin corrosion - 0.9226 92.26%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4064 40.64%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6825 68.25%
skin sensitisation - 0.7519 75.19%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8369 83.69%
Acute Oral Toxicity (c) I 0.7345 73.45%
Estrogen receptor binding + 0.7635 76.35%
Androgen receptor binding + 0.7625 76.25%
Thyroid receptor binding + 0.6468 64.68%
Glucocorticoid receptor binding + 0.7992 79.92%
Aromatase binding + 0.8326 83.26%
PPAR gamma + 0.6380 63.80%
Honey bee toxicity - 0.8228 82.28%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9895 98.95%

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 96.84% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.56% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.29% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.23% 96.38%
CHEMBL340 P08684 Cytochrome P450 3A4 89.66% 91.19%
CHEMBL1914 P06276 Butyrylcholinesterase 88.24% 95.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.20% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.86% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 85.70% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.59% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.91% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.68% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.63% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.32% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.67% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.55% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.28% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.36% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.84% 90.71%

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.
There are no matching plants.

Cross-Links

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PubChem 21574222
LOTUS LTS0061614
wikiData Q105118730