1,4,5,6-Tetrahydroxy-7,8-bis(3-methylbut-2-enyl)-4a,9a-dihydroxanthen-9-one

Details

• Internal ID: 24c57506-8638-4568-a4f3-6c728f9c093d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,4,5,6-tetrahydroxy-7,8-bis(3-methylbut-2-enyl)-4a,9a-dihydroxanthen-9-one
• SMILES (Canonical): CC(=CCC1=C(C(=C(C2=C1C(=O)C3C(O2)C(=CC=C3O)O)O)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C(C2=C1C(=O)C3C(O2)C(=CC=C3O)O)O)O)CC=C(C)C)C
• InChI: InChI=1S/C23H26O6/c1-11(2)5-7-13-14(8-6-12(3)4)19(26)21(28)23-17(13)20(27)18-15(24)9-10-16(25)22(18)29-23/h5-6,9-10,18,22,24-26,28H,7-8H2,1-4H3
• InChI Key: OJFHQRYJPSDSRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₆
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.17293854 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	-	0.6171	61.71%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7285	72.85%
OATP2B1 inhibitior	+	0.5659	56.59%
OATP1B1 inhibitior	+	0.8049	80.49%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6935	69.35%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8650	86.50%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6007	60.07%
CYP2D6 substrate	-	0.8026	80.26%
CYP3A4 inhibition	-	0.7944	79.44%
CYP2C9 inhibition	+	0.8178	81.78%
CYP2C19 inhibition	+	0.8189	81.89%
CYP2D6 inhibition	-	0.5669	56.69%
CYP1A2 inhibition	+	0.8475	84.75%
CYP2C8 inhibition	-	0.7874	78.74%
CYP inhibitory promiscuity	+	0.6782	67.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6891	68.91%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.5664	56.64%
Skin irritation	-	0.6717	67.17%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5122	51.22%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6838	68.38%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4668	46.68%
Acute Oral Toxicity (c)	III	0.6023	60.23%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.7089	70.89%
Thyroid receptor binding	+	0.5809	58.09%
Glucocorticoid receptor binding	+	0.7666	76.66%
Aromatase binding	-	0.5951	59.51%
PPAR gamma	+	0.7711	77.11%
Honey bee toxicity	-	0.8647	86.47%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	98.02%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.36%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.77%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.30%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.56%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	83.80%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.40%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.59%	98.95%

Plants that contains it

• Garcinia xanthochymus

Cross-Links

• PubChem: 163083324
• LOTUS: LTS0216499
• wikiData: Q105193050