Drummondin D

Details

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Internal ID 0bbb55f7-ccad-4795-96c5-d1e2fea266b6
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name 2-acetyl-4-[(8-acetyl-5,7-dihydroxy-2,2-dimethylchromen-6-yl)methyl]-3,5-dihydroxy-6-methyl-6-(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
SMILES (Canonical) CC(=CCC1(C(=C(C(=C(C1=O)C(=O)C)O)CC2=C(C(=C3C(=C2O)C=CC(O3)(C)C)C(=O)C)O)O)C)C
SMILES (Isomeric) CC(=CCC1(C(=C(C(=C(C1=O)C(=O)C)O)CC2=C(C(=C3C(=C2O)C=CC(O3)(C)C)C(=O)C)O)O)C)C
InChI InChI=1S/C28H32O8/c1-13(2)8-11-28(7)25(34)18(23(33)20(15(4)30)26(28)35)12-17-21(31)16-9-10-27(5,6)36-24(16)19(14(3)29)22(17)32/h8-10,31-34H,11-12H2,1-7H3
InChI Key LXQOEJUMZZHKAH-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H32O8
Molecular Weight 496.50 g/mol
Exact Mass 496.20971797 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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138169-52-5
(+)-drummondin D
CHEBI:65809
2-acetyl-6-[(8-acetyl-5,7-dihydroxy-2,2-dimethyl-2H-chromen-6-yl)methyl]-3,5-dihydroxy-4-methyl-4-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-one
2-acetyl-4-[(8-acetyl-5,7-dihydroxy-2,2-dimethylchromen-6-yl)methyl]-3,5-dihydroxy-6-methyl-6-(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
CHEMBL521287
DTXSID50930000
Q27134300
2,5-Cyclohexadien-1-one, 2-acetyl-6-((8-acetyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl)-3,5-dihydroxy-4-methyl-4-(3-methyl-2-butenyl)-
2-Acetyl-4-[(8-acetyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl]-3,5-dihydroxy-6-methyl-6-(3-methylbut-2-en-1-yl)cyclohexa-2,4-dien-1-one

2D Structure

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2D Structure of Drummondin D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9893 98.93%
Caco-2 - 0.6888 68.88%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6627 66.27%
OATP2B1 inhibitior - 0.5663 56.63%
OATP1B1 inhibitior + 0.7337 73.37%
OATP1B3 inhibitior + 0.8837 88.37%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9176 91.76%
P-glycoprotein inhibitior + 0.5912 59.12%
P-glycoprotein substrate - 0.5599 55.99%
CYP3A4 substrate + 0.6386 63.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8418 84.18%
CYP3A4 inhibition - 0.8003 80.03%
CYP2C9 inhibition + 0.7241 72.41%
CYP2C19 inhibition + 0.5783 57.83%
CYP2D6 inhibition - 0.8766 87.66%
CYP1A2 inhibition + 0.7836 78.36%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity + 0.6267 62.67%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9518 95.18%
Carcinogenicity (trinary) Non-required 0.7239 72.39%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.6179 61.79%
Skin irritation - 0.6959 69.59%
Skin corrosion - 0.9269 92.69%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4037 40.37%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5290 52.90%
skin sensitisation - 0.6478 64.78%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.6210 62.10%
Acute Oral Toxicity (c) III 0.5485 54.85%
Estrogen receptor binding + 0.8668 86.68%
Androgen receptor binding + 0.5584 55.84%
Thyroid receptor binding + 0.6493 64.93%
Glucocorticoid receptor binding + 0.7571 75.71%
Aromatase binding + 0.6940 69.40%
PPAR gamma + 0.7526 75.26%
Honey bee toxicity - 0.8181 81.81%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9972 99.72%

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 98.98% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.53% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.97% 89.34%
CHEMBL3401 O75469 Pregnane X receptor 92.33% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.43% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.32% 98.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.28% 85.30%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.75% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 82.13% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.57% 99.23%
CHEMBL4208 P20618 Proteasome component C5 80.92% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.12% 91.07%

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.
Hypericum drummondii

Cross-Links

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PubChem 132131
LOTUS LTS0057888
wikiData Q105159018