(6R,7R,9S)-2',10-dimethoxy-6,7-dimethylspiro[5,6,7,8-tetrahydrocyclohepta[f][1,3]benzodioxole-9,4'-cyclohexa-2,5-diene]-1'-one

Details

• Internal ID: 08361963-a90f-49c7-a4b8-155e115f0dce
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (6R,7R,9S)-2',10-dimethoxy-6,7-dimethylspiro[5,6,7,8-tetrahydrocyclohepta[f][1,3]benzodioxole-9,4'-cyclohexa-2,5-diene]-1'-one
• SMILES (Canonical): CC1CC2=CC3=C(C(=C2C4(CC1C)C=CC(=O)C(=C4)OC)OC)OCO3
• SMILES (Isomeric): C[C@@H]1CC2=CC3=C(C(=C2[C@@]4(C[C@H]1C)C=CC(=O)C(=C4)OC)OC)OCO3
• InChI: InChI=1S/C21H24O5/c1-12-7-14-8-16-19(26-11-25-16)20(24-4)18(14)21(9-13(12)2)6-5-15(22)17(10-21)23-3/h5-6,8,10,12-13H,7,9,11H2,1-4H3/t12-,13-,21-/m1/s1
• InChI Key: HNPONWCHSOUHHO-SQHYZVFZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.16237386 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.9270	92.70%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6659	66.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8235	82.35%
P-glycoprotein inhibitior	-	0.4740	47.40%
P-glycoprotein substrate	-	0.7050	70.50%
CYP3A4 substrate	+	0.6317	63.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8295	82.95%
CYP3A4 inhibition	+	0.9035	90.35%
CYP2C9 inhibition	-	0.6175	61.75%
CYP2C19 inhibition	+	0.6822	68.22%
CYP2D6 inhibition	-	0.7052	70.52%
CYP1A2 inhibition	-	0.6316	63.16%
CYP2C8 inhibition	-	0.6562	65.62%
CYP inhibitory promiscuity	+	0.7190	71.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4993	49.93%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.7639	76.39%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7017	70.17%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6908	69.08%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6369	63.69%
Acute Oral Toxicity (c)	III	0.3681	36.81%
Estrogen receptor binding	+	0.7461	74.61%
Androgen receptor binding	+	0.5368	53.68%
Thyroid receptor binding	+	0.6376	63.76%
Glucocorticoid receptor binding	+	0.7839	78.39%
Aromatase binding	+	0.6294	62.94%
PPAR gamma	+	0.7584	75.84%
Honey bee toxicity	-	0.6813	68.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.01%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.16%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.13%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.01%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.36%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.21%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.98%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.65%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.56%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.54%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.28%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.55%	94.03%
CHEMBL2535	P11166	Glucose transporter	85.22%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.06%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.94%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.25%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.05%	93.99%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.86%	97.25%
CHEMBL2581	P07339	Cathepsin D	82.03%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.91%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.43%	97.14%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.78%	80.96%

Plants that contains it

• Eupomatia laurina

Cross-Links

• PubChem: 14825957
• LOTUS: LTS0040946
• wikiData: Q105031010