Dulxanthone B

Details

• Internal ID: 18c304b3-0768-47d6-9e3a-c088d16030d3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 1,5,6-trihydroxy-3-methoxy-2,4-bis(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C(=C1OC)CC=C(C)C)OC3=C(C2=O)C=CC(=C3O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C(=C1OC)CC=C(C)C)OC3=C(C2=O)C=CC(=C3O)O)O)C
• InChI: InChI=1S/C24H26O6/c1-12(2)6-8-14-19(26)18-20(27)15-10-11-17(25)21(28)24(15)30-23(18)16(22(14)29-5)9-7-13(3)4/h6-7,10-11,25-26,28H,8-9H2,1-5H3
• InChI Key: SGSSJGOWXOYJNC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₆
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.17293854 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.09
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• CHEMBL2147809
• CHEBI:175288
• DTXSID601317797
• 1,5,6-trihydroxy-3-methoxy-2,4-bis(3-methylbut-2-enyl)xanthen-9-one
• 1,5,6-Trihydroxy-3-methoxy-2,4-diprenylxanthone
• 1,5,6-trihydroxy-3-methoxy-2,4-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one
• 197447-28-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	+	0.5337	53.37%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6788	67.88%
OATP2B1 inhibitior	-	0.5579	55.79%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7697	76.97%
P-glycoprotein inhibitior	+	0.6293	62.93%
P-glycoprotein substrate	-	0.7286	72.86%
CYP3A4 substrate	+	0.5293	52.93%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.9034	90.34%
CYP2C9 inhibition	+	0.6668	66.68%
CYP2C19 inhibition	+	0.8023	80.23%
CYP2D6 inhibition	-	0.5791	57.91%
CYP1A2 inhibition	+	0.8091	80.91%
CYP2C8 inhibition	-	0.6425	64.25%
CYP inhibitory promiscuity	+	0.6247	62.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7387	73.87%
Eye corrosion	-	0.9882	98.82%
Eye irritation	+	0.5614	56.14%
Skin irritation	-	0.7739	77.39%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6288	62.88%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7765	77.65%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7329	73.29%
Acute Oral Toxicity (c)	III	0.6490	64.90%
Estrogen receptor binding	+	0.8855	88.55%
Androgen receptor binding	+	0.7174	71.74%
Thyroid receptor binding	-	0.5105	51.05%
Glucocorticoid receptor binding	+	0.8540	85.40%
Aromatase binding	+	0.6534	65.34%
PPAR gamma	+	0.9213	92.13%
Honey bee toxicity	-	0.8284	82.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9938	99.38%

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	99.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.53%	94.45%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.48%	98.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.07%	85.30%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.75%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.45%	89.34%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.76%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	89.55%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	89.52%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.70%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.29%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.19%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.78%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.68%	96.00%

Plants that contains it

• Cistanche salsa
• Garcinia dulcis
• Garcinia lancilimba
• Garcinia oblongifolia
• Piper wightii
• Trifolium resupinatum

Cross-Links

• PubChem: 10787706
• NPASS: NPC117992
• LOTUS: LTS0114802
• wikiData: Q105252585