(4aS,9aR)-1,4,5-trihydroxy-2-(2-methylbut-3-en-2-yl)-4a,9a-dihydroxanthen-9-one

Details

• Internal ID: e8d44442-df3b-4efa-8f4b-19451102765c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (4aS,9aR)-1,4,5-trihydroxy-2-(2-methylbut-3-en-2-yl)-4a,9a-dihydroxanthen-9-one
• InChI: InChI=1S/C18H18O5/c1-4-18(2,3)10-8-12(20)17-13(15(10)22)14(21)9-6-5-7-11(19)16(9)23-17/h4-8,13,17,19-20,22H,1H2,2-3H3/t13-,17+/m0/s1
• InChI Key: GBRSEQSWTQUJCD-SUMWQHHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.5944	59.44%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7507	75.07%
OATP2B1 inhibitior	-	0.7175	71.75%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.9785	97.85%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7394	73.94%
P-glycoprotein inhibitior	-	0.6425	64.25%
P-glycoprotein substrate	-	0.8041	80.41%
CYP3A4 substrate	+	0.5915	59.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	+	0.5146	51.46%
CYP2C9 inhibition	+	0.8223	82.23%
CYP2C19 inhibition	+	0.8605	86.05%
CYP2D6 inhibition	-	0.6987	69.87%
CYP1A2 inhibition	+	0.7392	73.92%
CYP2C8 inhibition	-	0.5906	59.06%
CYP inhibitory promiscuity	+	0.8019	80.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9618	96.18%
Carcinogenicity (trinary)	Non-required	0.6316	63.16%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.7295	72.95%
Skin irritation	-	0.5920	59.20%
Skin corrosion	-	0.8690	86.90%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6385	63.85%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5481	54.81%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6003	60.03%
Acute Oral Toxicity (c)	III	0.7077	70.77%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5761	57.61%
Thyroid receptor binding	+	0.6811	68.11%
Glucocorticoid receptor binding	+	0.7280	72.80%
Aromatase binding	+	0.6536	65.36%
PPAR gamma	+	0.6043	60.43%
Honey bee toxicity	-	0.8347	83.47%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9840	98.40%

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	98.38%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.08%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.68%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.82%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.55%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.14%	94.73%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.35%	90.93%
CHEMBL1937	Q92769	Histone deacetylase 2	82.85%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.92%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	81.08%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.93%	93.03%

Plants that contains it

• Garcinia xanthochymus

Cross-Links

• PubChem: 163187909
• LOTUS: LTS0159905
• wikiData: Q105006047