6,8-Dihydroxy-1,1-bis(3-methylbut-2-enyl)xanthene-2,9-dione

Details

• Internal ID: 1bcf3c6b-afdf-4abb-a681-c59909158263
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6,8-dihydroxy-1,1-bis(3-methylbut-2-enyl)xanthene-2,9-dione
• SMILES (Canonical): CC(=CCC1(C(=O)C=CC2=C1C(=O)C3=C(C=C(C=C3O2)O)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1(C(=O)C=CC2=C1C(=O)C3=C(C=C(C=C3O2)O)O)CC=C(C)C)C
• InChI: InChI=1S/C23H24O5/c1-13(2)7-9-23(10-8-14(3)4)19(26)6-5-17-21(23)22(27)20-16(25)11-15(24)12-18(20)28-17/h5-8,11-12,24-25H,9-10H2,1-4H3
• InChI Key: MOPHGCRZUZVNFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₅
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.16237386 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.75
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	+	0.7157	71.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6919	69.19%
OATP2B1 inhibitior	-	0.5694	56.94%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5509	55.09%
P-glycoprotein inhibitior	-	0.6152	61.52%
P-glycoprotein substrate	-	0.6525	65.25%
CYP3A4 substrate	+	0.5776	57.76%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.7671	76.71%
CYP2C9 inhibition	+	0.8478	84.78%
CYP2C19 inhibition	+	0.7115	71.15%
CYP2D6 inhibition	-	0.8173	81.73%
CYP1A2 inhibition	+	0.8357	83.57%
CYP2C8 inhibition	+	0.5157	51.57%
CYP inhibitory promiscuity	+	0.8412	84.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6615	66.15%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.6783	67.83%
Skin irritation	-	0.6858	68.58%
Skin corrosion	-	0.9148	91.48%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5516	55.16%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5480	54.80%
skin sensitisation	-	0.6720	67.20%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4932	49.32%
Acute Oral Toxicity (c)	III	0.7235	72.35%
Estrogen receptor binding	+	0.8216	82.16%
Androgen receptor binding	+	0.7508	75.08%
Thyroid receptor binding	+	0.6398	63.98%
Glucocorticoid receptor binding	+	0.8452	84.52%
Aromatase binding	+	0.7228	72.28%
PPAR gamma	+	0.8972	89.72%
Honey bee toxicity	-	0.9027	90.27%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	98.86%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.39%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.60%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.95%	94.45%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.94%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.01%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.26%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.14%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.98%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.73%	94.00%
CHEMBL3194	P02766	Transthyretin	81.49%	90.71%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.79%	91.38%

Plants that contains it

• Calophyllum apetalum

Cross-Links

• PubChem: 101938051
• LOTUS: LTS0160816
• wikiData: Q105169050