Griffipavixanthone

Details

• Internal ID: 403b4838-5f08-40b0-ae19-67396f90bf1c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (8S,8aS,12aR)-1,3,6,7-tetrahydroxy-9,9,11-trimethyl-8-(3,4,6,8-tetrahydroxy-9-oxoxanthen-1-yl)-8,8a,10,12a-tetrahydroindeno[1,2-a]xanthen-13-one
• SMILES (Canonical): CC1=CC2C(C(C3=C(C(=C4C(=C23)C(=O)C5=C(C=C(C=C5O4)O)O)O)O)C6=CC(=C(C7=C6C(=O)C8=C(C=C(C=C8O7)O)O)O)O)C(C1)(C)C
• SMILES (Isomeric): CC1=C[C@@H]2[C@@H]([C@H](C3=C(C(=C4C(=C23)C(=O)C5=C(C=C(C=C5O4)O)O)O)O)C6=CC(=C(C7=C6C(=O)C8=C(C=C(C=C8O7)O)O)O)O)C(C1)(C)C
• InChI: InChI=1S/C36H28O12/c1-11-4-15-21-26(32(45)33(46)35-27(21)31(44)25-17(40)6-13(38)8-20(25)48-35)22(28(15)36(2,3)10-11)14-9-18(41)29(42)34-23(14)30(43)24-16(39)5-12(37)7-19(24)47-34/h4-9,15,22,28,37-42,45-46H,10H2,1-3H3/t15-,22-,28-/m0/s1
• InChI Key: KAPVRSRPLHVWCH-JNFGOLMQSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₂₈O₁₂
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.15807632 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.07
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 1

Synonyms

• 219649-95-3
• (8S,8aS,12aR)-1,3,6,7-tetrahydroxy-9,9,11-trimethyl-8-(3,4,6,8-tetrahydroxy-9-oxoxanthen-1-yl)-8,8a,10,12a-tetrahydroindeno[1,2-a]xanthen-13-one
• CHEMBL3314604
• SCHEMBL18155272
• rel-(+)-(8R,8aR,12aS)-8a,9,10,12a-Tetrahydro-1,3,6,7-tetrahydroxy-9,9,11-trimethyl-8-(3,4,6,8-tetrahydroxy-9-oxo-9H-xanthen-1-yl)indeno[1,2-a]xanthen-13(8H)-one; FLBG-1108
• NSC801686
• NSC804759
• AKOS032961672
• NSC-801686
• NSC-804759

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9650	96.50%
Caco-2	-	0.8402	84.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7015	70.15%
OATP2B1 inhibitior	+	0.7196	71.96%
OATP1B1 inhibitior	+	0.7783	77.83%
OATP1B3 inhibitior	+	0.9663	96.63%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7418	74.18%
P-glycoprotein inhibitior	+	0.6099	60.99%
P-glycoprotein substrate	+	0.5688	56.88%
CYP3A4 substrate	+	0.6782	67.82%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8405	84.05%
CYP3A4 inhibition	-	0.5372	53.72%
CYP2C9 inhibition	+	0.7768	77.68%
CYP2C19 inhibition	+	0.6226	62.26%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	-	0.6342	63.42%
CYP2C8 inhibition	+	0.7768	77.68%
CYP inhibitory promiscuity	+	0.6533	65.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5036	50.36%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8504	85.04%
Skin irritation	-	0.7160	71.60%
Skin corrosion	-	0.9095	90.95%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7992	79.92%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7500	75.00%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6169	61.69%
Acute Oral Toxicity (c)	III	0.5191	51.91%
Estrogen receptor binding	+	0.8127	81.27%
Androgen receptor binding	+	0.7905	79.05%
Thyroid receptor binding	+	0.5671	56.71%
Glucocorticoid receptor binding	+	0.7824	78.24%
Aromatase binding	+	0.6488	64.88%
PPAR gamma	+	0.7702	77.02%
Honey bee toxicity	-	0.8104	81.04%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	99.54%	91.11%
CHEMBL3038469	P24941	CDK2/Cyclin A	95.58%	91.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.40%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.14%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.62%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.20%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.99%	94.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.56%	85.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.86%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.84%	94.42%
CHEMBL4208	P20618	Proteasome component C5	84.52%	90.00%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	84.08%	95.72%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.08%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.79%	86.33%
CHEMBL3194	P02766	Transthyretin	83.67%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.82%	97.09%
CHEMBL4530	P00488	Coagulation factor XIII	82.29%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.28%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.61%	94.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.14%	93.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.14%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	80.75%	93.18%

Plants that contains it

• Cistanche salsa
• Garcinia esculenta
• Garcinia oblongifolia
• Piper wightii
• Trifolium resupinatum

Cross-Links

• PubChem: 60151566
• NPASS: NPC120102
• ChEMBL: CHEMBL3314604