Sibiricine

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	0317bc84-44d9-4da8-8e7a-f95f4cd6a909
Taxonomy	Benzenoids > Indanes > Indanones
IUPAC Name	8'-hydroxy-6-methylspiro[7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-5,7'-8H-cyclopenta[g][1,3]benzodioxole]-6'-one
SMILES (Canonical)	CN1CCC2=CC3=C(C=C2C14C(C5=C(C4=O)C=CC6=C5OCO6)O)OCO3
SMILES (Isomeric)	CN1CCC2=CC3=C(C=C2C14C(C5=C(C4=O)C=CC6=C5OCO6)O)OCO3
InChI	InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(26-8-25-14)7-12(10)20(21)18(22)11-2-3-13-17(27-9-24-13)16(11)19(20)23/h2-3,6-7,19,23H,4-5,8-9H2,1H3
InChI Key	BQZZTMXCHPNTCL-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₁₇NO₆
Molecular Weight	367.40 g/mol
Exact Mass	367.10558726 g/mol
Topological Polar Surface Area (TPSA)	77.50 Å²
XlogP	1.90
Atomic LogP (AlogP)	1.76
H-Bond Acceptor	7
H-Bond Donor	1
Rotatable Bonds	0

Synonyms

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64397-10-0

BQZZTMXCHPNTCL-UHFFFAOYSA-N

DTXSID701336394

Spiro[1,3-dioxolo[4,5-g]isoquinoline-5(6H),7'-[7H]indeno[4,5-d][1,3]dioxol]-6'(8'H)-one, 7,8-dihydro-8'-hydroxy-6-methyl-, (5S,8'R)-

Q15427830

Spiro[1,3-dioxolo[4,5-g]isoquinoline-5(6H),7'-[7H]indeno[4,5-d][1,3]dioxol]-6'(8'H)-one, 7,8-dihydro-8'-hydroxy-6-methyl-

Spiro[1,3-dioxolo[4,5-g]isoquinoline-5(6H),7'-[7H]indeno[4,5-d][1,3]dioxol]-6'(8'H)-one, 7,8-dihydro-8'-hydroxy-6-methyl-, (5S-trans)-

Spiro[1,3-dioxolo[4,5-g]isoquinoline-5(6H),7'-[7H]indeno[4,5-d][1,3]dioxol]-6'(8'H)-one, 7,8-dihydro-8'-hydroxy-6-methyl-, (7'S-trans)-

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	+	0.8796	87.96%
Caco-2	+	0.7022	70.22%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5099	50.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7365	73.65%
P-glycoprotein inhibitior	-	0.4792	47.92%
P-glycoprotein substrate	-	0.6655	66.55%
CYP3A4 substrate	+	0.6114	61.14%
CYP2C9 substrate	-	0.8041	80.41%
CYP2D6 substrate	+	0.3858	38.58%
CYP3A4 inhibition	-	0.6812	68.12%
CYP2C9 inhibition	-	0.7901	79.01%
CYP2C19 inhibition	-	0.6615	66.15%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	-	0.5953	59.53%
CYP2C8 inhibition	-	0.9257	92.57%
CYP inhibitory promiscuity	-	0.8437	84.37%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5578	55.78%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.7740	77.40%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5403	54.03%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8324	83.24%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6490	64.90%
Acute Oral Toxicity (c)	III	0.6645	66.45%
Estrogen receptor binding	+	0.8099	80.99%
Androgen receptor binding	+	0.6851	68.51%
Thyroid receptor binding	-	0.5758	57.58%
Glucocorticoid receptor binding	+	0.7676	76.76%
Aromatase binding	+	0.6581	65.81%
PPAR gamma	+	0.7390	73.90%
Honey bee toxicity	-	0.8480	84.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.3854	38.54%

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
CHEMBL2581	P07339	Cathepsin D	98.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.03%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.56%	96.77%
CHEMBL4040	P28482	MAP kinase ERK2	95.55%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.25%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.32%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.94%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.11%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.78%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.47%	100.00%
CHEMBL4208	P20618	Proteasome component C5	86.40%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.27%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.64%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.19%	90.24%
CHEMBL226	P30542	Adenosine A1 receptor	82.44%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.11%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.72%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.28%	82.67%

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.

Corydalis flabellata

Corydalis paczoskii

Corydalis paniculigera

Corydalis pseudoadunca