[11-(Furan-3-yl)-6,8-dihydroxy-2,2',2',6,10-pentamethyl-6',13-dioxospiro[12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecane-5,3'-pyran]-3-yl] acetate

Details

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Internal ID 42f7cb30-a264-4584-9a6c-8338ab06f5e8
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name [11-(furan-3-yl)-6,8-dihydroxy-2,2',2',6,10-pentamethyl-6',13-dioxospiro[12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecane-5,3'-pyran]-3-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C=CC(=O)OC2(C)C)C(C3C1(C45C(O4)C(=O)OC(C5(CC3O)C)C6=COC=C6)C)(C)O
SMILES (Isomeric) CC(=O)OC1CC2(C=CC(=O)OC2(C)C)C(C3C1(C45C(O4)C(=O)OC(C5(CC3O)C)C6=COC=C6)C)(C)O
InChI InChI=1S/C28H34O10/c1-14(29)35-17-12-27(9-7-18(31)37-23(27,2)3)26(6,33)19-16(30)11-24(4)20(15-8-10-34-13-15)36-22(32)21-28(24,38-21)25(17,19)5/h7-10,13,16-17,19-21,30,33H,11-12H2,1-6H3
InChI Key GBXAXLQNUOSFQJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O10
Molecular Weight 530.60 g/mol
Exact Mass 530.21519728 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.37
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [11-(Furan-3-yl)-6,8-dihydroxy-2,2',2',6,10-pentamethyl-6',13-dioxospiro[12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecane-5,3'-pyran]-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9490 94.90%
Caco-2 - 0.7004 70.04%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5525 55.25%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior - 0.3784 37.84%
OATP1B3 inhibitior + 0.8278 82.78%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9198 91.98%
P-glycoprotein inhibitior + 0.7430 74.30%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7064 70.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition + 0.8679 86.79%
CYP2C9 inhibition - 0.7898 78.98%
CYP2C19 inhibition - 0.8340 83.40%
CYP2D6 inhibition - 0.9088 90.88%
CYP1A2 inhibition - 0.8946 89.46%
CYP2C8 inhibition + 0.6028 60.28%
CYP inhibitory promiscuity - 0.8267 82.67%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4412 44.12%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8923 89.23%
Skin irritation - 0.7010 70.10%
Skin corrosion - 0.9009 90.09%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7334 73.34%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.5449 54.49%
skin sensitisation - 0.8176 81.76%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5349 53.49%
Acute Oral Toxicity (c) I 0.4765 47.65%
Estrogen receptor binding + 0.8504 85.04%
Androgen receptor binding + 0.7583 75.83%
Thyroid receptor binding + 0.6759 67.59%
Glucocorticoid receptor binding + 0.8057 80.57%
Aromatase binding + 0.7749 77.49%
PPAR gamma + 0.6885 68.85%
Honey bee toxicity - 0.8026 80.26%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6050 60.50%
Fish aquatic toxicity + 0.9813 98.13%

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 98.60% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.18% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.56% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.23% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.90% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.70% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.78% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.59% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.68% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.54% 100.00%
CHEMBL4208 P20618 Proteasome component C5 83.13% 90.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.85% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.47% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 81.01% 91.19%

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.
Carapa procera

Cross-Links

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PubChem 73657092
LOTUS LTS0107864
wikiData Q105006132