Dihydroberkleasmin A

Details

• Internal ID: 4d0d01fe-1dce-4971-94b2-1cf7d0bcd329
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1R,3S,4R,7S,8S,10R,11S,14R)-4-hydroxy-7,10,11-trimethyl-2,5-dioxatetracyclo[8.4.0.01,3.04,8]tetradecan-14-yl] (E,2R,3S)-3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate
• InChI: InChI=1S/C30H50O7/c1-7-8-9-10-11-22(16-31)14-18(2)25(32)21(5)26(33)36-24-13-12-20(4)28(6)15-23-19(3)17-35-30(23,34)27-29(24,28)37-27/h14,19-25,27,31-32,34H,7-13,15-17H2,1-6H3/b18-14+/t19-,20+,21-,22?,23+,24-,25-,27+,28-,29-,30-/m1/s1
• InChI Key: GJDKYLNVBUNHAU-GYTKWAEWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₇
• Molecular Weight: 522.70 g/mol
• Exact Mass: 522.35565393 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	-	0.7537	75.37%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7236	72.36%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.8717	87.17%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6721	67.21%
P-glycoprotein inhibitior	+	0.6577	65.77%
P-glycoprotein substrate	+	0.6379	63.79%
CYP3A4 substrate	+	0.7289	72.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.6248	62.48%
CYP2C9 inhibition	-	0.6795	67.95%
CYP2C19 inhibition	-	0.7734	77.34%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.8061	80.61%
CYP2C8 inhibition	+	0.6360	63.60%
CYP inhibitory promiscuity	-	0.7387	73.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4904	49.04%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9299	92.99%
Skin irritation	-	0.5514	55.14%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4008	40.08%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7601	76.01%
Acute Oral Toxicity (c)	III	0.3626	36.26%
Estrogen receptor binding	+	0.7191	71.91%
Androgen receptor binding	+	0.6757	67.57%
Thyroid receptor binding	-	0.5644	56.44%
Glucocorticoid receptor binding	+	0.7405	74.05%
Aromatase binding	+	0.7071	70.71%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7708	77.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6273	62.73%
Fish aquatic toxicity	+	0.9861	98.61%

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	99.13%	96.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	98.61%	92.86%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.20%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.52%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.66%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.37%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	95.26%	100.00%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	94.99%	98.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.80%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	94.67%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.65%	97.09%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	92.54%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.40%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.89%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.16%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	90.93%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.54%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.15%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.85%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	89.67%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.06%	97.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.56%	85.31%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.66%	82.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.58%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.94%	92.88%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	85.28%	99.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.20%	91.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.53%	89.50%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.09%	92.29%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.78%	90.08%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.29%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.70%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.97%	92.62%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.93%	95.36%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.47%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.04%	86.33%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.91%	92.32%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.84%	97.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.78%	99.23%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.74%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586503
• LOTUS: LTS0242554
• wikiData: Q105009348