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2-Butenoic acid, 2-methyl-4-[3a,4,5,7-tetrahydro-8-hydroxy-3,3,11,11-tetramethyl-13-(3-methyl-2-butenyl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-

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 9002c5ef-8c9e-4413-88d6-0444c733ad34
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (E)-4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
SMILES (Canonical) CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C=CC(O2)(C)C)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)C/C=C(\C)/C(=O)O)O)C=CC(O2)(C)C)C
InChI InChI=1S/C33H36O8/c1-16(2)8-9-20-26-19(11-12-30(4,5)39-26)24(34)23-25(35)21-14-18-15-22-31(6,7)41-32(28(18)36,13-10-17(3)29(37)38)33(21,22)40-27(20)23/h8,10-12,14,18,22,34H,9,13,15H2,1-7H3,(H,37,38)/b17-10+
InChI Key COVMVPHACFXMAX-LICLKQGHSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C33H36O8
Molecular Weight 560.60 g/mol
Exact Mass 560.24101810 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.51
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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Morellic acid
5262-69-1
COVMVPHACFXMAX-LICLKQGHSA-N
1,5-Methano-11H-furo[2,3-g]pyrano[3,2-b]xanthene-3a(4H)-crotonic acid, 1,2,5,7-tetrahydro-8-hydroxy-.alpha.,2,2,11,11-pentamethyl-13-(3-methyl-2-butenyl)-4,7-dioxo-
2-Butenoic acid, 2-methyl-4-[3a,4,5,7-tetrahydro-8-hydroxy-3,3,11,11-tetramethyl-13-(3-methyl-2-butenyl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-
2-Butenoic acid, 2-methyl-4-[3a,4,5,7-tetrahydro-8-hydroxy-3,3,11,11-tetramethyl-13-(3-methyl-2-butenyl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-, [1.alpha.(Z),3a.alpha.,5.beta.,14aS*]-
5304-71-2
Crotonic acid, 2-methyl-4-[3a,4,5,7-tetrahydro-8-hydroxy-3,3,11,11-tetramethyl-13-(3-methyl-2-butenyl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-, stereoisomer
(E)-4-[12-Hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid

2D Structure

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2D Structure of 2-Butenoic acid, 2-methyl-4-[3a,4,5,7-tetrahydro-8-hydroxy-3,3,11,11-tetramethyl-13-(3-methyl-2-butenyl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9796 97.96%
Caco-2 - 0.7658 76.58%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7994 79.94%
OATP2B1 inhibitior - 0.8567 85.67%
OATP1B1 inhibitior - 0.4097 40.97%
OATP1B3 inhibitior + 0.9317 93.17%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9947 99.47%
P-glycoprotein inhibitior + 0.8184 81.84%
P-glycoprotein substrate + 0.5722 57.22%
CYP3A4 substrate + 0.6857 68.57%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.8429 84.29%
CYP2C9 inhibition + 0.5466 54.66%
CYP2C19 inhibition - 0.5818 58.18%
CYP2D6 inhibition - 0.8825 88.25%
CYP1A2 inhibition - 0.6486 64.86%
CYP2C8 inhibition + 0.7140 71.40%
CYP inhibitory promiscuity - 0.5994 59.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4633 46.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8608 86.08%
Skin irritation - 0.6245 62.45%
Skin corrosion - 0.9076 90.76%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5067 50.67%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.7428 74.28%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8934 89.34%
Acute Oral Toxicity (c) I 0.4804 48.04%
Estrogen receptor binding + 0.8567 85.67%
Androgen receptor binding + 0.7542 75.42%
Thyroid receptor binding + 0.6475 64.75%
Glucocorticoid receptor binding + 0.8522 85.22%
Aromatase binding + 0.8071 80.71%
PPAR gamma + 0.7632 76.32%
Honey bee toxicity - 0.7298 72.98%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9944 99.44%

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 99.49% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.22% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.98% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.15% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.87% 85.14%
CHEMBL284 P27487 Dipeptidyl peptidase IV 91.68% 95.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.22% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.22% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 88.71% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.38% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 85.54% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 85.42% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.39% 86.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.35% 96.90%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.18% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.99% 95.56%

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.
Garcinia hanburyi
Uncaria sinensis

Cross-Links

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PubChem 5366120
NPASS NPC288077