Peribysin H

Details

• Internal ID: 750f62c3-8cfc-49b6-8df7-80cd5e807acd
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4S,5aR,7R,9S,9aR,9bS)-3-(hydroxymethyl)-9,9a-dimethyl-4,5,5a,6,7,8,9,9b-octahydro-2H-benzo[g][1]benzofuran-4,7-diol
• SMILES (Canonical): CC1CC(CC2C1(C3C(=C(CO3)CO)C(C2)O)C)O
• SMILES (Isomeric): C[C@H]1C[C@H](C[C@H]2[C@@]1([C@H]3C(=C(CO3)CO)[C@H](C2)O)C)O
• InChI: InChI=1S/C15H24O4/c1-8-3-11(17)4-10-5-12(18)13-9(6-16)7-19-14(13)15(8,10)2/h8,10-12,14,16-18H,3-7H2,1-2H3/t8-,10+,11+,12-,14+,15+/m0/s1
• InChI Key: QEXRZUDGYUWYSA-FTILBUFSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• (4S,5aR,7R,9S,9aR,9bS)-3-(hydroxymethyl)-9,9a-dimethyl-4,5,5a,6,7,8,9,9b-octahydro-2H-benzo(g)(1)benzofuran-4,7-diol
• (4S,5aR,7R,9S,9aR,9bS)-3-(hydroxymethyl)-9,9a-dimethyl-4,5,5a,6,7,8,9,9b-octahydro-2H-benzo[g][1]benzofuran-4,7-diol
• RefChem:171724
• CHEBI:202412
• (4S,5aR,7R,9S,9aR,9bS)-3-(hydroxymethyl)-9,9a-dimethyl-4,5,5a,6,7,8,9,9b-octahydro-2H-benzo[g][1]benzouran-4,7-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.7456	74.56%
Blood Brain Barrier	+	0.7314	73.14%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5228	52.28%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8618	86.18%
BSEP inhibitior	-	0.8886	88.86%
P-glycoprotein inhibitior	-	0.9378	93.78%
P-glycoprotein substrate	-	0.6014	60.14%
CYP3A4 substrate	+	0.5559	55.59%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.7241	72.41%
CYP3A4 inhibition	-	0.8315	83.15%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	-	0.8369	83.69%
CYP2C8 inhibition	-	0.8062	80.62%
CYP inhibitory promiscuity	-	0.7041	70.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.7607	76.07%
Skin irritation	-	0.6692	66.92%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4344	43.44%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5573	55.73%
skin sensitisation	-	0.8461	84.61%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7664	76.64%
Acute Oral Toxicity (c)	III	0.4166	41.66%
Estrogen receptor binding	+	0.6682	66.82%
Androgen receptor binding	-	0.6069	60.69%
Thyroid receptor binding	+	0.6912	69.12%
Glucocorticoid receptor binding	+	0.5403	54.03%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.7014	70.14%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9193	91.93%

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	94.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.11%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.86%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.52%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	88.24%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.02%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.68%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.73%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11630388
• LOTUS: LTS0125343
• wikiData: Q77371181