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

Details

• Internal ID: 128bcc5a-83d7-4515-9207-acaaf16c7623
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: 1,3-dihydroxy-8a-methyl-2-(3-methylbutanoyl)-6-propan-2-yl-7,8,9,10a-tetrahydroxanthene-4-carbaldehyde
• SMILES (Canonical): CC(C)CC(=O)C1=C(C(=C2C(=C1O)CC3(CCC(=CC3O2)C(C)C)C)C=O)O
• SMILES (Isomeric): CC(C)CC(=O)C1=C(C(=C2C(=C1O)CC3(CCC(=CC3O2)C(C)C)C)C=O)O
• InChI: InChI=1S/C23H30O5/c1-12(2)8-17(25)19-20(26)15-10-23(5)7-6-14(13(3)4)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: IWJGCOAIVKYBPU-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: 5.10
• 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	+	0.5796	57.96%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7449	74.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7539	75.39%
OATP1B3 inhibitior	+	0.8720	87.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8239	82.39%
P-glycoprotein inhibitior	+	0.6449	64.49%
P-glycoprotein substrate	-	0.6451	64.51%
CYP3A4 substrate	+	0.6303	63.03%
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	-	0.6916	69.16%
CYP inhibitory promiscuity	+	0.5226	52.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7283	72.83%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8718	87.18%
Skin irritation	-	0.6650	66.50%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6688	66.88%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5544	55.44%
skin sensitisation	-	0.7376	73.76%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6639	66.39%
Acute Oral Toxicity (c)	III	0.5503	55.03%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.5921	59.21%
Thyroid receptor binding	+	0.6167	61.67%
Glucocorticoid receptor binding	+	0.8661	86.61%
Aromatase binding	+	0.7007	70.07%
PPAR gamma	+	0.8495	84.95%
Honey bee toxicity	-	0.8567	85.67%
Biodegradation	-	0.9000	90.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.49%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.25%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.81%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.41%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.38%	93.56%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.39%	89.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.95%	98.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.47%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.44%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.30%	100.00%

Plants that contains it

• Eucalyptus grandis

Cross-Links

• PubChem: 85153288
• LOTUS: LTS0097533
• wikiData: Q105121676