Adenaflorine C

Details

• Internal ID: fa7ba8df-916c-4933-95ba-2cf26a178b25
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 1-[6,7-dihydroxy-3,3-dimethyl-9-(3-methylbut-2-enoxy)-8-(3-methylbut-2-enyl)benzo[f]chromen-5-yl]ethanone
• InChI: InChI=1S/C27H32O5/c1-15(2)8-9-19-21(31-13-11-16(3)4)14-20-18-10-12-27(6,7)32-26(18)22(17(5)28)25(30)23(20)24(19)29/h8,10-12,14,29-30H,9,13H2,1-7H3
• InChI Key: ILDBGZHKNVSTSA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₅
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.22497412 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL463700

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.5969	59.69%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8077	80.77%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8215	82.15%
OATP1B3 inhibitior	+	0.8833	88.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9152	91.52%
P-glycoprotein inhibitior	+	0.7583	75.83%
P-glycoprotein substrate	-	0.5208	52.08%
CYP3A4 substrate	+	0.6304	63.04%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.8584	85.84%
CYP2C9 inhibition	+	0.7421	74.21%
CYP2C19 inhibition	+	0.8986	89.86%
CYP2D6 inhibition	-	0.7446	74.46%
CYP1A2 inhibition	+	0.9351	93.51%
CYP2C8 inhibition	+	0.6817	68.17%
CYP inhibitory promiscuity	+	0.8298	82.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7663	76.63%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.5454	54.54%
Skin irritation	-	0.7980	79.80%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6626	66.26%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7508	75.08%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7569	75.69%
Acute Oral Toxicity (c)	III	0.6464	64.64%
Estrogen receptor binding	+	0.9258	92.58%
Androgen receptor binding	+	0.5964	59.64%
Thyroid receptor binding	+	0.7294	72.94%
Glucocorticoid receptor binding	+	0.8804	88.04%
Aromatase binding	+	0.6707	67.07%
PPAR gamma	+	0.8743	87.43%
Honey bee toxicity	-	0.7806	78.06%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9958	99.58%

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	99.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.38%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	94.28%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.87%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.20%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.78%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.05%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.26%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.69%	85.14%
CHEMBL2581	P07339	Cathepsin D	84.61%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.21%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.47%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.39%	93.10%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.38%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.87%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.33%	96.95%

Plants that contains it

• Adenaria floribunda

Cross-Links

• PubChem: 10478186
• LOTUS: LTS0252329
• wikiData: Q105115099