(2R,3R,4'aS)-2,6,7'-trimethylspiro[2H-1-benzofuran-3,2'-4,9a-dihydro-3H-pyrano[2,3-b][1]benzofuran]-4'a-ol

Details

• Internal ID: 96faed85-f22b-42e5-b72f-f7e8d7d4deee
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (2R,3R,4'aS)-2,6,7'-trimethylspiro[2H-1-benzofuran-3,2'-4,9a-dihydro-3H-pyrano[2,3-b][1]benzofuran]-4'a-ol
• SMILES (Canonical): CC1C2(CCC3(C(O2)OC4=C3C=CC(=C4)C)O)C5=C(O1)C=C(C=C5)C
• SMILES (Isomeric): C[C@@H]1[C@@]2(CC[C@]3(C(O2)OC4=C3C=CC(=C4)C)O)C5=C(O1)C=C(C=C5)C
• InChI: InChI=1S/C21H22O4/c1-12-4-6-15-17(10-12)24-19-20(15,22)8-9-21(25-19)14(3)23-18-11-13(2)5-7-16(18)21/h4-7,10-11,14,19,22H,8-9H2,1-3H3/t14-,19?,20+,21+/m1/s1
• InChI Key: AGFAYIPDDGSEBN-IBXLWUJLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	+	0.8276	82.76%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6201	62.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.8141	81.41%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5063	50.63%
P-glycoprotein inhibitior	-	0.4402	44.02%
P-glycoprotein substrate	-	0.7443	74.43%
CYP3A4 substrate	+	0.5127	51.27%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.6700	67.00%
CYP3A4 inhibition	-	0.9572	95.72%
CYP2C9 inhibition	-	0.9296	92.96%
CYP2C19 inhibition	-	0.8941	89.41%
CYP2D6 inhibition	-	0.9215	92.15%
CYP1A2 inhibition	-	0.6333	63.33%
CYP2C8 inhibition	-	0.8193	81.93%
CYP inhibitory promiscuity	-	0.9491	94.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4318	43.18%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.7906	79.06%
Skin irritation	-	0.6934	69.34%
Skin corrosion	-	0.8909	89.09%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4368	43.68%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5574	55.74%
skin sensitisation	-	0.8147	81.47%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7461	74.61%
Acute Oral Toxicity (c)	III	0.5208	52.08%
Estrogen receptor binding	+	0.7212	72.12%
Androgen receptor binding	+	0.7369	73.69%
Thyroid receptor binding	+	0.7880	78.80%
Glucocorticoid receptor binding	+	0.6154	61.54%
Aromatase binding	-	0.5693	56.93%
PPAR gamma	+	0.5705	57.05%
Honey bee toxicity	-	0.9241	92.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.7912	79.12%

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	92.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.49%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	90.39%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.95%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.39%	100.00%
CHEMBL2039	P27338	Monoamine oxidase B	82.28%	92.51%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.81%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.41%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.64%	92.94%
CHEMBL2581	P07339	Cathepsin D	80.42%	98.95%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.35%	95.48%

Plants that contains it

• Hofmeisteria schaffneri

Cross-Links

• PubChem: 162868457
• LOTUS: LTS0059242
• wikiData: Q103813400