22-hydroxyxylodonin B

Details

• Internal ID: 94675b2f-f64e-4289-9552-d56a3ce353cc
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1R,5S,5aS,9aS,9bR)-1-hydroxy-6,6,9a-trimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[e][2]benzofuran-5-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1(CCCC2(C1C(C=C3C2C(OC3)O)OC(=O)C=CC4=CC=C(C=C4)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1[C@H](C=C3[C@@H]2[C@@H](OC3)O)OC(=O)/C=C/C4=CC=C(C=C4)O)(C)C
• InChI: InChI=1S/C24H30O5/c1-23(2)11-4-12-24(3)20-16(14-28-22(20)27)13-18(21(23)24)29-19(26)10-7-15-5-8-17(25)9-6-15/h5-10,13,18,20-22,25,27H,4,11-12,14H2,1-3H3/b10-7+/t18-,20+,21-,22+,24+/m0/s1
• InChI Key: LOUSEAQLVXGKPV-FJMNHKHJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₅
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.20932405 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL4476283

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8495	84.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8123	81.23%
OATP1B3 inhibitior	+	0.8210	82.10%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6892	68.92%
P-glycoprotein inhibitior	+	0.6173	61.73%
P-glycoprotein substrate	-	0.6492	64.92%
CYP3A4 substrate	+	0.6795	67.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8727	87.27%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.6282	62.82%
CYP2C19 inhibition	+	0.5216	52.16%
CYP2D6 inhibition	-	0.7294	72.94%
CYP1A2 inhibition	+	0.7692	76.92%
CYP2C8 inhibition	+	0.7893	78.93%
CYP inhibitory promiscuity	+	0.6407	64.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5305	53.05%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9578	95.78%
Skin irritation	-	0.7175	71.75%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5058	50.58%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5019	50.19%
skin sensitisation	-	0.7689	76.89%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7469	74.69%
Acute Oral Toxicity (c)	III	0.6083	60.83%
Estrogen receptor binding	+	0.7215	72.15%
Androgen receptor binding	+	0.7025	70.25%
Thyroid receptor binding	+	0.6923	69.23%
Glucocorticoid receptor binding	+	0.7004	70.04%
Aromatase binding	+	0.6508	65.08%
PPAR gamma	+	0.5721	57.21%
Honey bee toxicity	-	0.8069	80.69%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.48%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.91%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.18%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.31%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.56%	93.99%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.24%	89.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.32%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.37%	98.95%
CHEMBL206	P03372	Estrogen receptor alpha	80.61%	97.64%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.35%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145721266
• LOTUS: LTS0223047
• wikiData: Q105154943