Isojaponin B

Details

• Internal ID: d64287c7-e098-4ce5-bf1f-5a636e7cffb4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,1'S,3'R,5R,6S,7S,9S,11R)-7,11-dihydroxy-3'-(hydroxymethyl)-4',4'-dimethyl-10-methylidene-2-oxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,2'-cyclohexane]-1'-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC(C(C12COC(=O)C34C2C(CC(C3)C(=C)C4O)O)CO)(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1CCC([C@H]([C@@]12COC(=O)[C@]34[C@H]2[C@H](C[C@H](C3)C(=C)[C@H]4O)O)CO)(C)C
• InChI: InChI=1S/C22H32O7/c1-11-13-7-14(25)17-21(8-13,18(11)26)19(27)28-10-22(17)15(9-23)20(3,4)6-5-16(22)29-12(2)24/h13-18,23,25-26H,1,5-10H2,2-4H3/t13-,14+,15-,16+,17-,18-,21+,22+/m1/s1
• InChI Key: KHLHJVGCDLVING-QDLLGXJDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₇
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.21480336 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9407	94.07%
Caco-2	-	0.6203	62.03%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7840	78.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.8835	88.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	-	0.7281	72.81%
P-glycoprotein inhibitior	-	0.7329	73.29%
P-glycoprotein substrate	-	0.5454	54.54%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.6516	65.16%
CYP2C9 inhibition	-	0.7019	70.19%
CYP2C19 inhibition	-	0.8229	82.29%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.7529	75.29%
CYP2C8 inhibition	-	0.5750	57.50%
CYP inhibitory promiscuity	-	0.9105	91.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6939	69.39%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.5635	56.35%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4875	48.75%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6024	60.24%
skin sensitisation	-	0.8641	86.41%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.8891	88.91%
Acute Oral Toxicity (c)	III	0.4098	40.98%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.6833	68.33%
Thyroid receptor binding	+	0.5395	53.95%
Glucocorticoid receptor binding	+	0.6688	66.88%
Aromatase binding	+	0.5800	58.00%
PPAR gamma	+	0.5597	55.97%
Honey bee toxicity	-	0.7726	77.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	97.97%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.37%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.71%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.56%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.62%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.09%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.03%	97.28%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.27%	82.69%
CHEMBL2581	P07339	Cathepsin D	87.89%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.62%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.17%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.62%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.23%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.00%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.00%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.02%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.37%	92.62%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.90%	94.66%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.85%	95.50%
CHEMBL1871	P10275	Androgen Receptor	83.71%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.65%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	83.29%	94.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.58%	89.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.27%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.06%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.98%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.61%	91.19%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.33%	80.00%

Plants that contains it

• Isodon japonicus

Cross-Links

• PubChem: 101836941
• LOTUS: LTS0035249
• wikiData: Q105259295