Obaberine

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	f2e6b771-470f-40ec-86a4-80f5f3af355f
Taxonomy	Lignans, neolignans and related compounds
IUPAC Name	(1R,14S)-6,20,21,25-tetramethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaene
SMILES (Canonical)	CN1CCC2=CC(=C(C3=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=CC(=C(C=C7CCN6C)OC)O3)OC)OC)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@@H]6C7=CC(=C(C=C7CCN6C)OC)O3)OC)OC)OC
InChI	InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)18-24-9-12-31(41-3)33(19-24)45-27-10-7-23(8-11-27)17-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30+/m1/s1
InChI Key	FBCXFKWMGIWMJQ-IHLOFXLRSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₈H₄₂N₂O₆
Molecular Weight	622.70 g/mol
Exact Mass	622.30428706 g/mol
Topological Polar Surface Area (TPSA)	61.90 Å²
XlogP	6.70
Atomic LogP (AlogP)	7.16
H-Bond Acceptor	8
H-Bond Donor	0
Rotatable Bonds	4

Synonyms

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(+)-obaberine

1263-80-5

CHEMBL464525

CHEBI:7712

Oxyacanthan, 6,6'7,12'-tetramethoxy-2,2'-dimethyl-

NSC 269190

AC1L2OCJ

6,6',7,12'-tetramethoxy-2,2'-dimethyloxyacanthan

D0P1HA

DTXSID50155135

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	+	0.9115	91.15%
Caco-2	+	0.8060	80.60%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.4588	45.88%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9464	94.64%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9580	95.80%
P-glycoprotein substrate	+	0.5552	55.52%
CYP3A4 substrate	+	0.6690	66.90%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7650	76.50%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9523	95.23%
CYP2C19 inhibition	-	0.9321	93.21%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9106	91.06%
CYP2C8 inhibition	+	0.5363	53.63%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9407	94.07%
Skin irritation	-	0.7867	78.67%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	+	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9656	96.56%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8932	89.32%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8277	82.77%
Acute Oral Toxicity (c)	III	0.7532	75.32%
Estrogen receptor binding	+	0.6817	68.17%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	+	0.6517	65.17%
Glucocorticoid receptor binding	+	0.8690	86.90%
Aromatase binding	+	0.5742	57.42%
PPAR gamma	+	0.5682	56.82%
Honey bee toxicity	-	0.7327	73.27%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.8398	83.98%

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	99.42%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	94.28%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	93.92%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.34%	93.99%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.28%	89.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.01%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.54%	93.40%
CHEMBL4302	P08183	P-glycoprotein 1	86.88%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.34%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.19%	94.45%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.18%	97.31%
CHEMBL5747	Q92793	CREB-binding protein	86.16%	95.12%
CHEMBL2581	P07339	Cathepsin D	86.02%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.88%	95.78%
CHEMBL2535	P11166	Glucose transporter	85.60%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.42%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.37%	89.50%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.93%	90.95%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.76%	96.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.58%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.55%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.22%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.35%	94.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.41%	95.53%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.37%	92.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.20%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.63%	82.67%
CHEMBL4208	P20618	Proteasome component C5	80.22%	90.00%

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.