Applanatine E

Details

• Internal ID: f714cf42-195c-4a0e-96d9-50e6cd553423
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (7S,8S)-8-hydroxy-7-(hydroxymethyl)-5,7-dimethyl-3,4,6,8-tetrahydrocyclopenta[g]isochromen-1-one
• SMILES (Canonical): CC1=C2CC(C(C2=CC3=C1CCOC3=O)O)(C)CO
• SMILES (Isomeric): CC1=C2C[C@@]([C@H](C2=CC3=C1CCOC3=O)O)(C)CO
• InChI: InChI=1S/C15H18O4/c1-8-9-3-4-19-14(18)11(9)5-10-12(8)6-15(2,7-16)13(10)17/h5,13,16-17H,3-4,6-7H2,1-2H3/t13-,15-/m0/s1
• InChI Key: WCVRZUHPBSKVLX-ZFWWWQNUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8420	84.20%
Caco-2	+	0.7198	71.98%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7305	73.05%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.7669	76.69%
BSEP inhibitior	-	0.7815	78.15%
P-glycoprotein inhibitior	-	0.9314	93.14%
P-glycoprotein substrate	-	0.8276	82.76%
CYP3A4 substrate	+	0.6133	61.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8286	82.86%
CYP3A4 inhibition	-	0.8127	81.27%
CYP2C9 inhibition	-	0.8396	83.96%
CYP2C19 inhibition	-	0.8518	85.18%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.7249	72.49%
CYP2C8 inhibition	-	0.7415	74.15%
CYP inhibitory promiscuity	-	0.8740	87.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7026	70.26%
Eye corrosion	-	0.9928	99.28%
Eye irritation	+	0.6059	60.59%
Skin irritation	-	0.7498	74.98%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7108	71.08%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5723	57.23%
skin sensitisation	-	0.9193	91.93%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5225	52.25%
Acute Oral Toxicity (c)	III	0.4677	46.77%
Estrogen receptor binding	+	0.7331	73.31%
Androgen receptor binding	+	0.6227	62.27%
Thyroid receptor binding	+	0.7031	70.31%
Glucocorticoid receptor binding	+	0.7681	76.81%
Aromatase binding	-	0.7277	72.77%
PPAR gamma	+	0.6379	63.79%
Honey bee toxicity	-	0.8987	89.87%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9018	90.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.49%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.44%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.43%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.08%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.99%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.80%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.59%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.85%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.74%	93.40%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.47%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.72%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586624
• LOTUS: LTS0214708
• wikiData: Q77510558