(2S,3R,4S,5S,6R)-2-[[(8S,13aR)-2,11-dihydroxy-8-[(4-hydroxyphenyl)methyl]-3-methoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: ca5f2895-7da8-4fbf-b7ab-1246476ad71a
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(8S,13aR)-2,11-dihydroxy-8-[(4-hydroxyphenyl)methyl]-3-methoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C31H35NO10/c1-40-25-11-16-6-7-32-21(8-15-2-4-18(34)5-3-15)20-13-26(41-31-30(39)29(38)28(37)27(14-33)42-31)23(35)10-17(20)9-22(32)19(16)12-24(25)36/h2-5,10-13,21-22,27-31,33-39H,6-9,14H2,1H3/t21-,22+,27+,28+,29-,30+,31+/m0/s1
• InChI Key: ILIXCYIIVNYHRI-SAASZMOWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₅NO₁₀
• Molecular Weight: 581.60 g/mol
• Exact Mass: 581.22609631 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6827	68.27%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Nucleus	0.4192	41.92%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9451	94.51%
P-glycoprotein inhibitior	+	0.6747	67.47%
P-glycoprotein substrate	+	0.6188	61.88%
CYP3A4 substrate	+	0.6899	68.99%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	+	0.3567	35.67%
CYP3A4 inhibition	-	0.9496	94.96%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.7611	76.11%
CYP2D6 inhibition	-	0.6272	62.72%
CYP1A2 inhibition	-	0.6122	61.22%
CYP2C8 inhibition	+	0.7263	72.63%
CYP inhibitory promiscuity	-	0.8590	85.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6276	62.76%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9299	92.99%
Skin irritation	-	0.7796	77.96%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8825	88.25%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.7677	76.77%
skin sensitisation	-	0.8813	88.13%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7963	79.63%
Acute Oral Toxicity (c)	III	0.6445	64.45%
Estrogen receptor binding	+	0.8193	81.93%
Androgen receptor binding	+	0.6349	63.49%
Thyroid receptor binding	-	0.4898	48.98%
Glucocorticoid receptor binding	+	0.5586	55.86%
Aromatase binding	-	0.5220	52.20%
PPAR gamma	+	0.6654	66.54%
Honey bee toxicity	-	0.7516	75.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	-	0.6024	60.24%

Targets

Proven Targets:

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	99.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.59%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.56%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.79%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	96.05%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.31%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.71%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.46%	94.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	90.62%	96.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.13%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.53%	92.94%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.20%	82.38%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.08%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	87.22%	99.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.58%	90.93%
CHEMBL4040	P28482	MAP kinase ERK2	85.22%	83.82%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.20%	95.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.15%	89.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.71%	85.00%
CHEMBL4208	P20618	Proteasome component C5	84.60%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.91%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	83.07%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.76%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.08%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.65%	97.33%

Plants that contains it

• Aristolochia gigantea

Cross-Links

• PubChem: 101701149
• LOTUS: LTS0194546
• wikiData: Q105115221