9,11-Dihydroxy-3,3-dimethyl-6,10-bis(3-methylbut-2-enyl)pyrano[3,2-a]xanthen-12-one

Details

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Internal ID 3b9b017d-fe90-43cd-bfe7-30ce72ff8d5c
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
IUPAC Name 9,11-dihydroxy-3,3-dimethyl-6,10-bis(3-methylbut-2-enyl)pyrano[3,2-a]xanthen-12-one
SMILES (Canonical) CC(=CCC1=CC2=C(C=CC(O2)(C)C)C3=C1OC4=C(C3=O)C(=C(C(=C4)O)CC=C(C)C)O)C
SMILES (Isomeric) CC(=CCC1=CC2=C(C=CC(O2)(C)C)C3=C1OC4=C(C3=O)C(=C(C(=C4)O)CC=C(C)C)O)C
InChI InChI=1S/C28H30O5/c1-15(2)7-9-17-13-21-19(11-12-28(5,6)33-21)23-26(31)24-22(32-27(17)23)14-20(29)18(25(24)30)10-8-16(3)4/h7-8,11-14,29-30H,9-10H2,1-6H3
InChI Key SKGCJCHTGOXQBS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H30O5
Molecular Weight 446.50 g/mol
Exact Mass 446.20932405 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 7.60
Atomic LogP (AlogP) 6.56
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9,11-Dihydroxy-3,3-dimethyl-6,10-bis(3-methylbut-2-enyl)pyrano[3,2-a]xanthen-12-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9888 98.88%
Caco-2 - 0.6131 61.31%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6812 68.12%
OATP2B1 inhibitior - 0.7102 71.02%
OATP1B1 inhibitior + 0.8993 89.93%
OATP1B3 inhibitior + 0.9325 93.25%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9011 90.11%
P-glycoprotein inhibitior + 0.8669 86.69%
P-glycoprotein substrate - 0.6376 63.76%
CYP3A4 substrate + 0.6160 61.60%
CYP2C9 substrate - 0.5948 59.48%
CYP2D6 substrate - 0.8144 81.44%
CYP3A4 inhibition - 0.7695 76.95%
CYP2C9 inhibition + 0.8518 85.18%
CYP2C19 inhibition + 0.8357 83.57%
CYP2D6 inhibition - 0.8436 84.36%
CYP1A2 inhibition + 0.6850 68.50%
CYP2C8 inhibition + 0.4653 46.53%
CYP inhibitory promiscuity + 0.8271 82.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6763 67.63%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.6660 66.60%
Skin irritation - 0.7018 70.18%
Skin corrosion - 0.9198 91.98%
Ames mutagenesis + 0.6263 62.63%
Human Ether-a-go-go-Related Gene inhibition + 0.6741 67.41%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.7074 70.74%
skin sensitisation - 0.6568 65.68%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7812 78.12%
Acute Oral Toxicity (c) III 0.6715 67.15%
Estrogen receptor binding + 0.9351 93.51%
Androgen receptor binding + 0.7421 74.21%
Thyroid receptor binding + 0.6819 68.19%
Glucocorticoid receptor binding + 0.8744 87.44%
Aromatase binding + 0.7588 75.88%
PPAR gamma + 0.8921 89.21%
Honey bee toxicity - 0.7682 76.82%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9910 99.10%

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 99.83% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.86% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.02% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 94.16% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.01% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.94% 85.14%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 91.40% 85.30%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.16% 89.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.28% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.83% 93.99%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.60% 95.71%
CHEMBL4208 P20618 Proteasome component C5 83.30% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.92% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.46% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.60% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.59% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.36% 99.15%

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.
Tovomita macrophylla

Cross-Links

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PubChem 163051480
LOTUS LTS0019478
wikiData Q105254804