1,3-Dihydroxy-6-methyl-2-(3-methylbutanoyl)-8a-propan-2-yl-7,8,9,10a-tetrahydroxanthene-4-carbaldehyde

Details

• Internal ID: 22a5ff5c-f8db-47c3-825b-eff6319b4863
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: 1,3-dihydroxy-6-methyl-2-(3-methylbutanoyl)-8a-propan-2-yl-7,8,9,10a-tetrahydroxanthene-4-carbaldehyde
• SMILES (Canonical): CC1=CC2C(CC1)(CC3=C(C(=C(C(=C3O2)C=O)O)C(=O)CC(C)C)O)C(C)C
• SMILES (Isomeric): CC1=CC2C(CC1)(CC3=C(C(=C(C(=C3O2)C=O)O)C(=O)CC(C)C)O)C(C)C
• InChI: InChI=1S/C23H30O5/c1-12(2)8-17(25)19-20(26)15-10-23(13(3)4)7-6-14(5)9-18(23)28-22(15)16(11-24)21(19)27/h9,11-13,18,26-27H,6-8,10H2,1-5H3
• InChI Key: QNRDYJXKJDDFMZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₅
• Molecular Weight: 386.50 g/mol
• Exact Mass: 386.20932405 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9745	97.45%
Caco-2	+	0.6380	63.80%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7449	74.49%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.7633	76.33%
OATP1B3 inhibitior	+	0.8720	87.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6505	65.05%
P-glycoprotein inhibitior	-	0.5478	54.78%
P-glycoprotein substrate	-	0.6253	62.53%
CYP3A4 substrate	+	0.6231	62.31%
CYP2C9 substrate	-	0.6062	60.62%
CYP2D6 substrate	-	0.8137	81.37%
CYP3A4 inhibition	+	0.5452	54.52%
CYP2C9 inhibition	-	0.5357	53.57%
CYP2C19 inhibition	-	0.6096	60.96%
CYP2D6 inhibition	-	0.8439	84.39%
CYP1A2 inhibition	+	0.7752	77.52%
CYP2C8 inhibition	-	0.6280	62.80%
CYP inhibitory promiscuity	+	0.5226	52.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7283	72.83%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.7507	75.07%
Skin irritation	-	0.6650	66.50%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7569	75.69%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5737	57.37%
skin sensitisation	-	0.7376	73.76%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7013	70.13%
Acute Oral Toxicity (c)	III	0.5503	55.03%
Estrogen receptor binding	+	0.8382	83.82%
Androgen receptor binding	+	0.7086	70.86%
Thyroid receptor binding	+	0.5912	59.12%
Glucocorticoid receptor binding	+	0.8708	87.08%
Aromatase binding	+	0.7812	78.12%
PPAR gamma	+	0.8516	85.16%
Honey bee toxicity	-	0.8137	81.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.13%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.07%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.21%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.15%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.31%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.69%	100.00%

Plants that contains it

• Eucalyptus grandis

Cross-Links

• PubChem: 85134618
• LOTUS: LTS0012836
• wikiData: Q105224619