8-alpha-Hydroxysambucoin

Details

• Internal ID: 05beebb5-9cc6-4c95-8fc2-31f854d8f405
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (3aR,5aS,8S,9aR,9bR)-3a,8-dihydroxy-7,9a,9b-trimethyl-1,2,4,5a,8,9-hexahydrocyclopenta[c]chromen-3-one
• SMILES (Canonical): CC1=CC2C(CC1O)(C3(CCC(=O)C3(CO2)O)C)C
• SMILES (Isomeric): CC1=C[C@H]2[C@](C[C@@H]1O)([C@]3(CCC(=O)[C@@]3(CO2)O)C)C
• InChI: InChI=1S/C15H22O4/c1-9-6-12-13(2,7-10(9)16)14(3)5-4-11(17)15(14,18)8-19-12/h6,10,12,16,18H,4-5,7-8H2,1-3H3/t10-,12-,13-,14+,15+/m0/s1
• InChI Key: PYOQCUKYALILJL-HWKXDMQWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	+	0.6125	61.25%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7619	76.19%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5265	52.65%
BSEP inhibitior	-	0.7593	75.93%
P-glycoprotein inhibitior	-	0.9571	95.71%
P-glycoprotein substrate	-	0.8337	83.37%
CYP3A4 substrate	+	0.5999	59.99%
CYP2C9 substrate	-	0.8167	81.67%
CYP2D6 substrate	-	0.8012	80.12%
CYP3A4 inhibition	-	0.8690	86.90%
CYP2C9 inhibition	-	0.9101	91.01%
CYP2C19 inhibition	-	0.8974	89.74%
CYP2D6 inhibition	-	0.9451	94.51%
CYP1A2 inhibition	-	0.7358	73.58%
CYP2C8 inhibition	-	0.8257	82.57%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5863	58.63%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.8888	88.88%
Skin irritation	+	0.6065	60.65%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7181	71.81%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5766	57.66%
skin sensitisation	-	0.8749	87.49%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5170	51.70%
Acute Oral Toxicity (c)	III	0.3867	38.67%
Estrogen receptor binding	+	0.5543	55.43%
Androgen receptor binding	+	0.6182	61.82%
Thyroid receptor binding	+	0.5422	54.22%
Glucocorticoid receptor binding	+	0.6164	61.64%
Aromatase binding	+	0.6118	61.18%
PPAR gamma	-	0.6147	61.47%
Honey bee toxicity	-	0.8548	85.48%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9416	94.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.10%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.00%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.81%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.21%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.43%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.33%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.49%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	80.80%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	80.51%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	80.24%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13992147
• LOTUS: LTS0156903
• wikiData: Q105216685