4-[(4E)-5,9-dimethyl-2-prop-1-en-2-yldeca-4,9-dienyl]-1,3,5,6-tetrahydroxyxanthen-9-one

Details

• Internal ID: 6f47c6a7-bde5-4839-9bd4-cd8da4ee8c54
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 4-[(4E)-5,9-dimethyl-2-prop-1-en-2-yldeca-4,9-dienyl]-1,3,5,6-tetrahydroxyxanthen-9-one
• SMILES (Canonical): CC(=C)CCCC(=CCC(CC1=C2C(=C(C=C1O)O)C(=O)C3=C(O2)C(=C(C=C3)O)O)C(=C)C)C
• SMILES (Isomeric): CC(=C)CCC/C(=C/CC(CC1=C2C(=C(C=C1O)O)C(=O)C3=C(O2)C(=C(C=C3)O)O)C(=C)C)/C
• InChI: InChI=1S/C28H32O6/c1-15(2)7-6-8-17(5)9-10-18(16(3)4)13-20-22(30)14-23(31)24-25(32)19-11-12-21(29)26(33)28(19)34-27(20)24/h9,11-12,14,18,29-31,33H,1,3,6-8,10,13H2,2,4-5H3/b17-9+
• InChI Key: KAQWAJYZBSGGBB-RQZCQDPDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₆
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.21988874 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 6.59
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9392	93.92%
Caco-2	-	0.8264	82.64%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5799	57.99%
OATP2B1 inhibitior	-	0.5625	56.25%
OATP1B1 inhibitior	+	0.8335	83.35%
OATP1B3 inhibitior	+	0.9218	92.18%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7611	76.11%
P-glycoprotein inhibitior	+	0.6342	63.42%
P-glycoprotein substrate	+	0.5417	54.17%
CYP3A4 substrate	+	0.6077	60.77%
CYP2C9 substrate	+	0.5943	59.43%
CYP2D6 substrate	-	0.8360	83.60%
CYP3A4 inhibition	-	0.6211	62.11%
CYP2C9 inhibition	-	0.6765	67.65%
CYP2C19 inhibition	-	0.5480	54.80%
CYP2D6 inhibition	-	0.8298	82.98%
CYP1A2 inhibition	+	0.7709	77.09%
CYP2C8 inhibition	+	0.5567	55.67%
CYP inhibitory promiscuity	-	0.6167	61.67%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7644	76.44%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8331	83.31%
Skin irritation	-	0.7023	70.23%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	+	0.5636	56.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6786	67.86%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7227	72.27%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7804	78.04%
Acute Oral Toxicity (c)	III	0.4754	47.54%
Estrogen receptor binding	+	0.8337	83.37%
Androgen receptor binding	+	0.7179	71.79%
Thyroid receptor binding	+	0.6610	66.10%
Glucocorticoid receptor binding	+	0.8436	84.36%
Aromatase binding	+	0.7448	74.48%
PPAR gamma	+	0.8720	87.20%
Honey bee toxicity	-	0.8254	82.54%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.63%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.59%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.18%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.73%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.90%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.33%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.19%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.14%	86.33%

Plants that contains it

• Hypericum roeperianum

Cross-Links

• PubChem: 102000289
• LOTUS: LTS0162619
• wikiData: Q105137967