Adenaflorine B

Details

• Internal ID: 9d76092d-a57e-4f21-98b3-5e46a0cbc7aa
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 5,6-dihydroxy-8-methoxy-2-methyl-7,9-bis(3-methylbut-2-enyl)benzo[g]chromen-4-one
• InChI: InChI=1S/C25H28O5/c1-13(2)7-9-16-18-12-20-22(19(26)11-15(5)30-20)24(28)21(18)23(27)17(25(16)29-6)10-8-14(3)4/h7-8,11-12,27-28H,9-10H2,1-6H3
• InChI Key: CAUKHRXDWKMVPE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₅
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.19367399 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 5.69
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL463699

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	+	0.7272	72.72%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6640	66.40%
OATP2B1 inhibitior	-	0.7093	70.93%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9114	91.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8411	84.11%
P-glycoprotein inhibitior	+	0.6953	69.53%
P-glycoprotein substrate	-	0.7188	71.88%
CYP3A4 substrate	+	0.5707	57.07%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.7378	73.78%
CYP2C9 inhibition	+	0.7976	79.76%
CYP2C19 inhibition	+	0.8706	87.06%
CYP2D6 inhibition	+	0.5683	56.83%
CYP1A2 inhibition	+	0.9004	90.04%
CYP2C8 inhibition	-	0.6832	68.32%
CYP inhibitory promiscuity	+	0.8805	88.05%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7446	74.46%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.5414	54.14%
Skin irritation	-	0.7766	77.66%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6617	66.17%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7810	78.10%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8880	88.80%
Acute Oral Toxicity (c)	III	0.6471	64.71%
Estrogen receptor binding	+	0.8992	89.92%
Androgen receptor binding	+	0.6457	64.57%
Thyroid receptor binding	+	0.5818	58.18%
Glucocorticoid receptor binding	+	0.8369	83.69%
Aromatase binding	+	0.6445	64.45%
PPAR gamma	+	0.8868	88.68%
Honey bee toxicity	-	0.8223	82.23%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	99.51%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.10%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.40%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.33%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.72%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.38%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.54%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.36%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.76%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.05%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.96%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.40%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.71%	95.50%

Plants that contains it

• Adenaria floribunda

Cross-Links

• PubChem: 10409181
• LOTUS: LTS0044802
• wikiData: Q104951940