Norcowanin

Details

• Internal ID: 250ff28e-8b79-4d14-9012-8086c28ef3c3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 1-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,3,6,8-tetrahydroxy-7-(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C28H32O6/c1-15(2)7-6-8-17(5)10-12-19-24-22(14-21(30)26(19)31)34-23-13-20(29)18(11-9-16(3)4)27(32)25(23)28(24)33/h7,9-10,13-14,29-32H,6,8,11-12H2,1-5H3/b17-10+
• InChI Key: YACCKSNWKYYRID-LICLKQGHSA-N
• Popularity: 10 references 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: 7.80
• Atomic LogP (AlogP): 6.51
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• 158511-56-9
• RefChem:166582
• CHEMBL463409
• SCHEMBL12241932
• (E)-1-(3,7-Dimethylocta-2,6-dien-1-yl)-2,3,6,8-tetrahydroxy-7-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9297	92.97%
Caco-2	-	0.7418	74.18%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6879	68.79%
OATP2B1 inhibitior	+	0.5802	58.02%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7976	79.76%
P-glycoprotein inhibitior	+	0.6662	66.62%
P-glycoprotein substrate	-	0.8214	82.14%
CYP3A4 substrate	+	0.5176	51.76%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.6610	66.10%
CYP2C9 inhibition	+	0.5541	55.41%
CYP2C19 inhibition	+	0.6354	63.54%
CYP2D6 inhibition	-	0.6885	68.85%
CYP1A2 inhibition	+	0.8395	83.95%
CYP2C8 inhibition	-	0.6590	65.90%
CYP inhibitory promiscuity	-	0.5116	51.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7641	76.41%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8060	80.60%
Skin irritation	-	0.7138	71.38%
Skin corrosion	-	0.9184	91.84%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8096	80.96%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7431	74.31%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8537	85.37%
Acute Oral Toxicity (c)	III	0.5084	50.84%
Estrogen receptor binding	+	0.8989	89.89%
Androgen receptor binding	+	0.7401	74.01%
Thyroid receptor binding	+	0.6032	60.32%
Glucocorticoid receptor binding	+	0.8366	83.66%
Aromatase binding	+	0.7332	73.32%
PPAR gamma	+	0.9017	90.17%
Honey bee toxicity	-	0.8643	86.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.33%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.42%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.63%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.36%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.21%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.45%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.02%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.91%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.39%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.71%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.27%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.77%	94.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.98%	91.38%

Plants that contains it

• Cratoxylum formosum
• Garcinia cowa
• Garcinia fusca

Cross-Links

• PubChem: 11518330
• NPASS: NPC236796
• LOTUS: LTS0250487
• wikiData: Q105345312