1,3-Dihydroxy-7-methyl-2-(3-methylbutanoyl)-10a-propan-2-yl-5,8,8a,9-tetrahydroxanthene-4-carbaldehyde

Details

• Internal ID: 18901538-00a7-4585-93ef-710e10ba49db
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: 1,3-dihydroxy-7-methyl-2-(3-methylbutanoyl)-10a-propan-2-yl-5,8,8a,9-tetrahydroxanthene-4-carbaldehyde
• SMILES (Canonical): CC1=CCC2(C(C1)CC3=C(C(=C(C(=C3O2)C=O)O)C(=O)CC(C)C)O)C(C)C
• SMILES (Isomeric): CC1=CCC2(C(C1)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)8-18(25)19-20(26)16-10-15-9-14(5)6-7-23(15,13(3)4)28-22(16)17(11-24)21(19)27/h6,11-13,15,26-27H,7-10H2,1-5H3
• InChI Key: KDIQXRIWYFCIKU-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: 5.30
• 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	+	0.9819	98.19%
Caco-2	+	0.6143	61.43%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6814	68.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7920	79.20%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7829	78.29%
P-glycoprotein inhibitior	-	0.6091	60.91%
P-glycoprotein substrate	-	0.5611	56.11%
CYP3A4 substrate	+	0.6094	60.94%
CYP2C9 substrate	+	0.5976	59.76%
CYP2D6 substrate	-	0.8032	80.32%
CYP3A4 inhibition	+	0.5061	50.61%
CYP2C9 inhibition	+	0.5913	59.13%
CYP2C19 inhibition	-	0.5051	50.51%
CYP2D6 inhibition	-	0.8376	83.76%
CYP1A2 inhibition	+	0.7516	75.16%
CYP2C8 inhibition	-	0.5623	56.23%
CYP inhibitory promiscuity	+	0.5905	59.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6845	68.45%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.7270	72.70%
Skin irritation	-	0.6906	69.06%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	-	0.5398	53.98%
Human Ether-a-go-go-Related Gene inhibition	+	0.6619	66.19%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5069	50.69%
skin sensitisation	-	0.7038	70.38%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6499	64.99%
Acute Oral Toxicity (c)	III	0.4796	47.96%
Estrogen receptor binding	+	0.7229	72.29%
Androgen receptor binding	+	0.7018	70.18%
Thyroid receptor binding	-	0.4932	49.32%
Glucocorticoid receptor binding	+	0.8195	81.95%
Aromatase binding	+	0.5182	51.82%
PPAR gamma	+	0.8014	80.14%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.01%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.95%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	88.15%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.44%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.20%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.53%	89.67%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.47%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.28%	94.33%

Plants that contains it

• Eucalyptus grandis

Cross-Links

• PubChem: 85128325
• LOTUS: LTS0025420
• wikiData: Q105139157