Spiroapplanatumine M

Details

• Internal ID: bc7be510-4515-4130-b086-d7d8bec39044
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (1'S,2S,3'S)-5-hydroxy-3'-(3-hydroxyprop-1-en-2-yl)-3-oxospiro[1-benzofuran-2,2'-cyclopentane]-1'-carboxylic acid
• SMILES (Canonical): C=C(CO)C1CCC(C12C(=O)C3=C(O2)C=CC(=C3)O)C(=O)O
• SMILES (Isomeric): C=C(CO)[C@@H]1CC[C@@H]([C@]12C(=O)C3=C(O2)C=CC(=C3)O)C(=O)O
• InChI: InChI=1S/C16H16O6/c1-8(7-17)11-3-4-12(15(20)21)16(11)14(19)10-6-9(18)2-5-13(10)22-16/h2,5-6,11-12,17-18H,1,3-4,7H2,(H,20,21)/t11-,12+,16-/m0/s1
• InChI Key: AUTTVRRIMYDHJY-OZVIIMIRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9705	97.05%
Caco-2	-	0.7747	77.47%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8371	83.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7320	73.20%
BSEP inhibitior	-	0.9539	95.39%
P-glycoprotein inhibitior	-	0.9334	93.34%
P-glycoprotein substrate	-	0.7634	76.34%
CYP3A4 substrate	+	0.5235	52.35%
CYP2C9 substrate	-	0.7855	78.55%
CYP2D6 substrate	-	0.8157	81.57%
CYP3A4 inhibition	-	0.7313	73.13%
CYP2C9 inhibition	-	0.5942	59.42%
CYP2C19 inhibition	-	0.6101	61.01%
CYP2D6 inhibition	-	0.8827	88.27%
CYP1A2 inhibition	-	0.5321	53.21%
CYP2C8 inhibition	+	0.5108	51.08%
CYP inhibitory promiscuity	-	0.7633	76.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9697	96.97%
Eye irritation	-	0.6523	65.23%
Skin irritation	-	0.7211	72.11%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8073	80.73%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7420	74.20%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5498	54.98%
Acute Oral Toxicity (c)	III	0.5089	50.89%
Estrogen receptor binding	-	0.4769	47.69%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	-	0.5155	51.55%
Glucocorticoid receptor binding	+	0.6680	66.80%
Aromatase binding	-	0.5415	54.15%
PPAR gamma	+	0.6583	65.83%
Honey bee toxicity	-	0.9270	92.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	98.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.89%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.47%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.93%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.32%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.87%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.98%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.73%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	82.18%	83.82%
CHEMBL4581	P52732	Kinesin-like protein 1	81.89%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.65%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589643
• LOTUS: LTS0200419
• wikiData: Q104919128