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[(3aS,9aS,9bS)-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-8-yl] 2-[(2S,4aS,8aR)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoate

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 3b08f4ad-1ced-4b1e-8184-8c6de05d8c8c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(3aS,9aS,9bS)-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-8-yl] 2-[(2S,4aS,8aR)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoate
SMILES (Canonical) CC1=C2C(C3C(CC1)C(=C)C(=O)O3)C(=C(C2=O)OC(=O)C(=C)C4CCC5(CCCC(=C)C5C4)C)C
SMILES (Isomeric) CC1=C2[C@@H]([C@@H]3[C@@H](CC1)C(=C)C(=O)O3)C(=C(C2=O)OC(=O)C(=C)[C@H]4CC[C@@]5(CCCC(=C)[C@H]5C4)C)C
InChI InChI=1S/C30H36O5/c1-15-8-7-12-30(6)13-11-20(14-22(15)30)17(3)28(32)34-26-19(5)24-23(25(26)31)16(2)9-10-21-18(4)29(33)35-27(21)24/h20-22,24,27H,1,3-4,7-14H2,2,5-6H3/t20-,21-,22+,24-,27-,30-/m0/s1
InChI Key NKGPIZLRWFGXLH-WQGZGRISSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H36O5
Molecular Weight 476.60 g/mol
Exact Mass 476.25627424 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.93
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aS,9aS,9bS)-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-8-yl] 2-[(2S,4aS,8aR)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.6800 68.00%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6745 67.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8630 86.30%
OATP1B3 inhibitior + 0.8554 85.54%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.5753 57.53%
P-glycoprotein inhibitior + 0.7310 73.10%
P-glycoprotein substrate - 0.5732 57.32%
CYP3A4 substrate + 0.6951 69.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8887 88.87%
CYP3A4 inhibition - 0.6178 61.78%
CYP2C9 inhibition - 0.7584 75.84%
CYP2C19 inhibition - 0.7484 74.84%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition + 0.6341 63.41%
CYP2C8 inhibition + 0.6575 65.75%
CYP inhibitory promiscuity - 0.7850 78.50%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5609 56.09%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.8678 86.78%
Skin irritation - 0.5233 52.33%
Skin corrosion - 0.9235 92.35%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3700 37.00%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.7673 76.73%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.5493 54.93%
Acute Oral Toxicity (c) III 0.6137 61.37%
Estrogen receptor binding + 0.7546 75.46%
Androgen receptor binding + 0.7710 77.10%
Thyroid receptor binding - 0.5225 52.25%
Glucocorticoid receptor binding + 0.7846 78.46%
Aromatase binding + 0.6456 64.56%
PPAR gamma + 0.5604 56.04%
Honey bee toxicity - 0.6520 65.20%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6300 63.00%
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 98.19% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.18% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.08% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.05% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.79% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.55% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.87% 96.38%
CHEMBL221 P23219 Cyclooxygenase-1 91.43% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.27% 92.94%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.20% 93.03%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 90.04% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.94% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.15% 91.24%
CHEMBL259 P32245 Melanocortin receptor 4 85.08% 95.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.84% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.53% 92.62%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.45% 96.61%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.70% 95.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.46% 97.50%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.22% 94.78%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.19% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.00% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.86% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.24% 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.
Podachaenium eminens

Cross-Links

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PubChem 102011241
LOTUS LTS0101160
wikiData Q105180581