6,8-Dihydroxy-1,1,7-tris(3-methylbut-2-enyl)xanthene-2,9-dione

Details

• Internal ID: 3540d16b-9247-40ac-9be8-df9bdd7f54c4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6,8-dihydroxy-1,1,7-tris(3-methylbut-2-enyl)xanthene-2,9-dione
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC3=C(C2=O)C(C(=O)C=C3)(CC=C(C)C)CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1O)OC3=C(C2=O)C(C(=O)C=C3)(CC=C(C)C)CC=C(C)C)O)C
• InChI: InChI=1S/C28H32O5/c1-16(2)7-8-19-20(29)15-22-24(26(19)31)27(32)25-21(33-22)9-10-23(30)28(25,13-11-17(3)4)14-12-18(5)6/h7,9-12,15,29,31H,8,13-14H2,1-6H3
• InChI Key: UGQXVOOTMBNPFH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₅
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.22497412 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.26
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	-	0.5689	56.89%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6811	68.11%
OATP2B1 inhibitior	-	0.5669	56.69%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7941	79.41%
P-glycoprotein inhibitior	+	0.6660	66.60%
P-glycoprotein substrate	-	0.6609	66.09%
CYP3A4 substrate	+	0.5799	57.99%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8164	81.64%
CYP2C9 inhibition	+	0.8493	84.93%
CYP2C19 inhibition	+	0.7307	73.07%
CYP2D6 inhibition	-	0.8409	84.09%
CYP1A2 inhibition	+	0.8388	83.88%
CYP2C8 inhibition	+	0.4457	44.57%
CYP inhibitory promiscuity	+	0.7832	78.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.5830	58.30%
Skin irritation	-	0.7063	70.63%
Skin corrosion	-	0.9093	90.93%
Ames mutagenesis	+	0.6546	65.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7104	71.04%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6145	61.45%
skin sensitisation	-	0.6726	67.26%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8183	81.83%
Acute Oral Toxicity (c)	III	0.6673	66.73%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.7282	72.82%
Thyroid receptor binding	+	0.5247	52.47%
Glucocorticoid receptor binding	+	0.7392	73.92%
Aromatase binding	+	0.5913	59.13%
PPAR gamma	+	0.8568	85.68%
Honey bee toxicity	-	0.8651	86.51%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9949	99.49%

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	99.39%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.74%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.96%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.88%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.50%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.87%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.39%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.94%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.90%	90.71%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.49%	85.30%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.13%	83.10%

Plants that contains it

• Calophyllum apetalum

Cross-Links

• PubChem: 101938050
• LOTUS: LTS0006867
• wikiData: Q105272516