Peribysin J

Details

• Internal ID: 2913c9e3-4f76-4a7f-bd32-eb7d61623077
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (1S,2R,3S,4aR,6R,8S,8aR)-2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-1,3,4,4a,5,6,7,8-octahydronaphthalene-1,2,3,6-tetrol
• SMILES (Canonical): CC1CC(CC2C1(C(C(C(C2)O)(C(=C)CO)O)O)C)O
• SMILES (Isomeric): C[C@H]1C[C@H](C[C@H]2[C@@]1([C@@H]([C@]([C@H](C2)O)(C(=C)CO)O)O)C)O
• InChI: InChI=1S/C15H26O5/c1-8-4-11(17)5-10-6-12(18)15(20,9(2)7-16)13(19)14(8,10)3/h8,10-13,16-20H,2,4-7H2,1,3H3/t8-,10+,11+,12-,13-,14+,15+/m0/s1
• InChI Key: VWXUUZVSNYABJI-RKKZVTDKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₅
• Molecular Weight: 286.36 g/mol
• Exact Mass: 286.17802393 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

• CHEBI:188727
• (1S,2R,3S,4aR,6R,8S,8aR)-2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-1,3,4,4a,5,6,7,8-octahydronaphthalene-1,2,3,6-tetrol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9483	94.83%
Caco-2	-	0.7280	72.80%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4762	47.62%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9426	94.26%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8706	87.06%
BSEP inhibitior	-	0.8851	88.51%
P-glycoprotein inhibitior	-	0.9332	93.32%
P-glycoprotein substrate	-	0.6128	61.28%
CYP3A4 substrate	+	0.5714	57.14%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8280	82.80%
CYP2C9 inhibition	-	0.8663	86.63%
CYP2C19 inhibition	-	0.8320	83.20%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	-	0.8090	80.90%
CYP2C8 inhibition	-	0.8806	88.06%
CYP inhibitory promiscuity	-	0.8947	89.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7254	72.54%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.7026	70.26%
Skin irritation	-	0.6960	69.60%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4715	47.15%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5419	54.19%
skin sensitisation	-	0.7952	79.52%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7010	70.10%
Acute Oral Toxicity (c)	III	0.6005	60.05%
Estrogen receptor binding	+	0.6389	63.89%
Androgen receptor binding	-	0.5422	54.22%
Thyroid receptor binding	+	0.7274	72.74%
Glucocorticoid receptor binding	+	0.7043	70.43%
Aromatase binding	+	0.6912	69.12%
PPAR gamma	-	0.6339	63.39%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9648	96.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.88%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.86%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.31%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.84%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.75%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.88%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.32%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	80.75%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.51%	82.69%
CHEMBL206	P03372	Estrogen receptor alpha	80.44%	97.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16742808
• LOTUS: LTS0253603
• wikiData: Q105298331