(7R,8aS,9R,10aS)-1,3-dihydroxy-10a-methyl-9-(2-methylpropyl)-7-propan-2-yl-7,8,8a,9-tetrahydroxanthene-2,4-dicarbaldehyde

Details

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Internal ID efff02ad-1450-4deb-b290-063670544c1d
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
IUPAC Name (7R,8aS,9R,10aS)-1,3-dihydroxy-10a-methyl-9-(2-methylpropyl)-7-propan-2-yl-7,8,8a,9-tetrahydroxanthene-2,4-dicarbaldehyde
SMILES (Canonical) CC(C)CC1C2CC(C=CC2(OC3=C(C(=C(C(=C13)O)C=O)O)C=O)C)C(C)C
SMILES (Isomeric) CC(C)C[C@@H]1[C@@H]2C[C@@H](C=C[C@@]2(OC3=C(C(=C(C(=C13)O)C=O)O)C=O)C)C(C)C
InChI InChI=1S/C23H30O5/c1-12(2)8-15-18-9-14(13(3)4)6-7-23(18,5)28-22-17(11-25)20(26)16(10-24)21(27)19(15)22/h6-7,10-15,18,26-27H,8-9H2,1-5H3/t14-,15-,18+,23+/m1/s1
InChI Key GCAXPYWXIWWHHT-YMPLYOIOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O5
Molecular Weight 386.50 g/mol
Exact Mass 386.20932405 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.85
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (7R,8aS,9R,10aS)-1,3-dihydroxy-10a-methyl-9-(2-methylpropyl)-7-propan-2-yl-7,8,8a,9-tetrahydroxanthene-2,4-dicarbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9634 96.34%
Caco-2 + 0.6679 66.79%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6745 67.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7627 76.27%
OATP1B3 inhibitior + 0.9490 94.90%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4671 46.71%
P-glycoprotein inhibitior - 0.5797 57.97%
P-glycoprotein substrate - 0.5152 51.52%
CYP3A4 substrate + 0.6091 60.91%
CYP2C9 substrate - 0.5923 59.23%
CYP2D6 substrate - 0.7895 78.95%
CYP3A4 inhibition + 0.5937 59.37%
CYP2C9 inhibition + 0.5724 57.24%
CYP2C19 inhibition - 0.6592 65.92%
CYP2D6 inhibition - 0.8301 83.01%
CYP1A2 inhibition + 0.8102 81.02%
CYP2C8 inhibition + 0.5095 50.95%
CYP inhibitory promiscuity + 0.6110 61.10%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6911 69.11%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9210 92.10%
Skin irritation - 0.6844 68.44%
Skin corrosion - 0.9046 90.46%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7531 75.31%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.7474 74.74%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7986 79.86%
Acute Oral Toxicity (c) III 0.5663 56.63%
Estrogen receptor binding + 0.8594 85.94%
Androgen receptor binding + 0.7429 74.29%
Thyroid receptor binding + 0.6349 63.49%
Glucocorticoid receptor binding + 0.9104 91.04%
Aromatase binding + 0.6400 64.00%
PPAR gamma + 0.6644 66.44%
Honey bee toxicity - 0.8590 85.90%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9969 99.69%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.68% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.14% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.23% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.62% 98.95%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 88.71% 98.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.48% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 88.15% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.56% 97.09%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 85.41% 83.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.20% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.99% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.96% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.90% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.88% 97.25%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.71% 89.67%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.52% 85.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.75% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.02% 96.00%

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.
Eucalyptus globulus

Cross-Links

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PubChem 162968798
LOTUS LTS0050765
wikiData Q105006184