Broussonetinine B

Details

• Internal ID: d0bbc265-be83-4b0f-9f60-8b9ccf95f79e
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: 13-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1-hydroxytridecan-5-one
• InChI: InChI=1S/C18H35NO5/c20-12-8-7-10-14(22)9-5-3-1-2-4-6-11-15-17(23)18(24)16(13-21)19-15/h15-21,23-24H,1-13H2/t15-,16-,17-,18+/m1/s1
• InChI Key: HLJOKJJUFIWVNY-TVFCKZIOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₅NO₅
• Molecular Weight: 345.50 g/mol
• Exact Mass: 345.25152322 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 14

Synonyms

• 190317-93-2
• 5-Tridecanone, 13-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-pyrrolidinyl)-1-hydroxy-
• 5-Tridecanone, 13-(3,4-dihydroxy-5-(hydroxymethyl)-2-pyrrolidinyl)-1-hydroxy-, (2R-(2alpha,3beta,4beta,5beta))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7956	79.56%
Caco-2	-	0.8508	85.08%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7892	78.92%
P-glycoprotein inhibitior	-	0.8420	84.20%
P-glycoprotein substrate	-	0.8013	80.13%
CYP3A4 substrate	-	0.5501	55.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3834	38.34%
CYP3A4 inhibition	-	0.9838	98.38%
CYP2C9 inhibition	-	0.9457	94.57%
CYP2C19 inhibition	-	0.9539	95.39%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8385	83.85%
CYP2C8 inhibition	-	0.8848	88.48%
CYP inhibitory promiscuity	-	0.9848	98.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7278	72.78%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.8647	86.47%
Skin irritation	-	0.7664	76.64%
Skin corrosion	-	0.8832	88.32%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3743	37.43%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6401	64.01%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5413	54.13%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	-	0.6572	65.72%
Androgen receptor binding	-	0.6559	65.59%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6311	63.11%
Aromatase binding	-	0.7007	70.07%
PPAR gamma	-	0.4912	49.12%
Honey bee toxicity	-	0.8917	89.17%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7459	74.59%
Fish aquatic toxicity	-	0.9723	97.23%

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	96.47%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.94%	99.17%
CHEMBL325	Q13547	Histone deacetylase 1	89.83%	95.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.26%	97.09%
CHEMBL1829	O15379	Histone deacetylase 3	87.00%	95.00%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	85.70%	94.55%
CHEMBL204	P00734	Thrombin	85.67%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	82.28%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.64%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	80.95%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	80.87%	97.79%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.80%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.35%	96.95%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.12%	95.00%

Plants that contains it

• Broussonetia kazinoki

Cross-Links

• PubChem: 11725129
• LOTUS: LTS0070168
• wikiData: Q105030175