6-[(3R)-3,7-dihydroxy-3,7-dimethyloctyl]-1,3,5-trihydroxy-2-[(E)-4-hydroxy-3-methylbut-2-enyl]-7-methoxyxanthen-9-one

Details

• Internal ID: 8b188cbe-9724-4667-a8c8-5f14566f77d1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 2-prenylated xanthones
• IUPAC Name: 6-[(3R)-3,7-dihydroxy-3,7-dimethyloctyl]-1,3,5-trihydroxy-2-[(E)-4-hydroxy-3-methylbut-2-enyl]-7-methoxyxanthen-9-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC3=C(C(=C(C=C3C2=O)OC)CCC(C)(CCCC(C)(C)O)O)O)O)CO
• SMILES (Isomeric): C/C(=C\CC1=C(C2=C(C=C1O)OC3=C(C(=C(C=C3C2=O)OC)CC[C@@](C)(CCCC(C)(C)O)O)O)O)/CO
• InChI: InChI=1S/C29H38O9/c1-16(15-30)7-8-17-20(31)14-22-23(24(17)32)25(33)19-13-21(37-5)18(26(34)27(19)38-22)9-12-29(4,36)11-6-10-28(2,3)35/h7,13-14,30-32,34-36H,6,8-12,15H2,1-5H3/b16-7+/t29-/m1/s1
• InChI Key: QHWGCVYVZATLQE-FKYSOYINSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈O₉
• Molecular Weight: 530.60 g/mol
• Exact Mass: 530.25158279 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9658	96.58%
Caco-2	-	0.7548	75.48%
Blood Brain Barrier	+	0.5106	51.06%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7324	73.24%
OATP2B1 inhibitior	-	0.5688	56.88%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7673	76.73%
BSEP inhibitior	+	0.9037	90.37%
P-glycoprotein inhibitior	+	0.6776	67.76%
P-glycoprotein substrate	+	0.6447	64.47%
CYP3A4 substrate	+	0.6685	66.85%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	-	0.8310	83.10%
CYP3A4 inhibition	-	0.5779	57.79%
CYP2C9 inhibition	-	0.6234	62.34%
CYP2C19 inhibition	-	0.5261	52.61%
CYP2D6 inhibition	-	0.8347	83.47%
CYP1A2 inhibition	+	0.7434	74.34%
CYP2C8 inhibition	+	0.7807	78.07%
CYP inhibitory promiscuity	-	0.7567	75.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7589	75.89%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8420	84.20%
Skin irritation	-	0.7481	74.81%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7672	76.72%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8693	86.93%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9603	96.03%
Acute Oral Toxicity (c)	III	0.5211	52.11%
Estrogen receptor binding	+	0.8493	84.93%
Androgen receptor binding	+	0.7355	73.55%
Thyroid receptor binding	+	0.6026	60.26%
Glucocorticoid receptor binding	+	0.7670	76.70%
Aromatase binding	+	0.7918	79.18%
PPAR gamma	+	0.7546	75.46%
Honey bee toxicity	-	0.7176	71.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9807	98.07%

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	99.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.00%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.89%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.86%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.54%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.11%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.94%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.55%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.09%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.15%	86.92%
CHEMBL3194	P02766	Transthyretin	87.00%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.54%	96.90%
CHEMBL1951	P21397	Monoamine oxidase A	85.46%	91.49%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.13%	98.11%
CHEMBL1937	Q92769	Histone deacetylase 2	84.42%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.64%	99.23%
CHEMBL2535	P11166	Glucose transporter	83.17%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.11%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.27%	92.94%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.07%	80.78%
CHEMBL4581	P52732	Kinesin-like protein 1	80.27%	93.18%

Plants that contains it

• Garcinia cowa

Cross-Links

• PubChem: 163189293
• LOTUS: LTS0265847
• wikiData: Q105221174