5,12-Dibromo-schizandrin

Details

• Internal ID: 39b8ba12-dc61-4081-9e11-9ff3e371e073
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (9S,10S)-6,13-dibromo-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol
• SMILES (Canonical): CC1CC2=C(C3=C(CC1(C)O)C(=C(C(=C3OC)OC)OC)Br)C(=C(C(=C2Br)OC)OC)OC
• SMILES (Isomeric): C[C@H]1CC2=C(C3=C(C[C@]1(C)O)C(=C(C(=C3OC)OC)OC)Br)C(=C(C(=C2Br)OC)OC)OC
• InChI: InChI=1S/C24H30Br2O7/c1-11-9-12-14(18(28-3)22(32-7)20(30-5)16(12)25)15-13(10-24(11,2)27)17(26)21(31-6)23(33-8)19(15)29-4/h11,27H,9-10H2,1-8H3/t11-,24-/m0/s1
• InChI Key: KMTKKULOWMDTND-BUBHHJDNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀Br₂O₇
• Molecular Weight: 590.30 g/mol
• Exact Mass: 590.03378 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL3237309
• dibromo-hexamethoxy-dimethyl-[?]ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.7062	70.62%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5166	51.66%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6971	69.71%
P-glycoprotein inhibitior	-	0.5709	57.09%
P-glycoprotein substrate	-	0.8570	85.70%
CYP3A4 substrate	+	0.5545	55.45%
CYP2C9 substrate	+	0.6346	63.46%
CYP2D6 substrate	+	0.4091	40.91%
CYP3A4 inhibition	-	0.5971	59.71%
CYP2C9 inhibition	-	0.7131	71.31%
CYP2C19 inhibition	-	0.7924	79.24%
CYP2D6 inhibition	-	0.8798	87.98%
CYP1A2 inhibition	-	0.5772	57.72%
CYP2C8 inhibition	-	0.7878	78.78%
CYP inhibitory promiscuity	-	0.8441	84.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8504	85.04%
Carcinogenicity (trinary)	Non-required	0.4626	46.26%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.6044	60.44%
Skin irritation	-	0.7123	71.23%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8220	82.20%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6971	69.71%
Acute Oral Toxicity (c)	III	0.5607	56.07%
Estrogen receptor binding	+	0.8737	87.37%
Androgen receptor binding	-	0.6376	63.76%
Thyroid receptor binding	+	0.7732	77.32%
Glucocorticoid receptor binding	+	0.7710	77.10%
Aromatase binding	+	0.6353	63.53%
PPAR gamma	+	0.8308	83.08%
Honey bee toxicity	-	0.8990	89.90%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	96.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL240	Q12809	HERG	94.40%	89.76%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.89%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.98%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.91%	97.09%
CHEMBL1871	P10275	Androgen Receptor	82.11%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.10%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.31%	85.30%

Plants that contains it

• Schisandra chinensis

Cross-Links

• PubChem: 3001666
• NPASS: NPC113862