Spiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinoline]-7',8-diol, 3',4',6,8-tetrahydro-6'-methoxy-2'-methyl-, (7S-trans)-

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	8d2dee06-eb29-4430-840c-bc80998987eb
Taxonomy	Organoheterocyclic compounds > Tetrahydroisoquinolines
IUPAC Name	6-methoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-6,8-dihydrocyclopenta[g][1,3]benzodioxole]-7,8'-diol
SMILES (Canonical)	CN1CCC2=CC(=C(C=C2C13CC4=C(C3O)C5=C(C=C4)OCO5)O)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C=C2C13CC4=C(C3O)C5=C(C=C4)OCO5)O)OC
InChI	InChI=1S/C20H21NO5/c1-21-6-5-11-7-16(24-2)14(22)8-13(11)20(21)9-12-3-4-15-18(26-10-25-15)17(12)19(20)23/h3-4,7-8,19,22-23H,5-6,9-10H2,1-2H3
InChI Key	YUIGSRGRYOBFRF-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₁NO₅
Molecular Weight	355.40 g/mol
Exact Mass	355.14197277 g/mol
Topological Polar Surface Area (TPSA)	71.40 Å²
XlogP	2.00
Atomic LogP (AlogP)	2.10
H-Bond Acceptor	6
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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24181-78-0

NSC634619

Fumaritine, (+)-

[7S,(-)]-3',4',6,8-Tetrahydro-6'-methoxy-2'-methylspiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinoline]-7',8alpha-diol

Fumarophycinol

Fumaritin

Dihydroparfumine

Spiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinoline]-7',8-diol, 3',4',6,8-tetrahydro-6'-methoxy-2'-methyl-, (7S-trans)-

O-Deacetylfumarophycine

YUIGSRGRYOBFRF-UHFFFAOYSA-N

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8071	80.71%
Caco-2	+	0.8589	85.89%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4413	44.13%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5603	56.03%
P-glycoprotein inhibitior	-	0.5380	53.80%
P-glycoprotein substrate	-	0.5433	54.33%
CYP3A4 substrate	+	0.6499	64.99%
CYP2C9 substrate	-	0.6145	61.45%
CYP2D6 substrate	+	0.6125	61.25%
CYP3A4 inhibition	-	0.6471	64.71%
CYP2C9 inhibition	-	0.8248	82.48%
CYP2C19 inhibition	-	0.6691	66.91%
CYP2D6 inhibition	-	0.6853	68.53%
CYP1A2 inhibition	-	0.8555	85.55%
CYP2C8 inhibition	-	0.7447	74.47%
CYP inhibitory promiscuity	-	0.7366	73.66%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.7932	79.32%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3603	36.03%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8528	85.28%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7514	75.14%
Acute Oral Toxicity (c)	III	0.6236	62.36%
Estrogen receptor binding	+	0.7780	77.80%
Androgen receptor binding	+	0.6194	61.94%
Thyroid receptor binding	+	0.6101	61.01%
Glucocorticoid receptor binding	+	0.7671	76.71%
Aromatase binding	-	0.4908	49.08%
PPAR gamma	+	0.8175	81.75%
Honey bee toxicity	-	0.8487	84.87%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9143	91.43%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.85%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.48%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	93.78%	82.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.27%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.26%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.90%	92.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.61%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.29%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.43%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.41%	89.62%
CHEMBL4208	P20618	Proteasome component C5	90.15%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.49%	92.94%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.32%	93.40%
CHEMBL4040	P28482	MAP kinase ERK2	88.73%	83.82%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.59%	96.77%
CHEMBL2581	P07339	Cathepsin D	87.18%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.61%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.33%	89.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.67%	90.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.58%	82.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.47%	91.03%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.41%	90.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.10%	89.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.