(3S,3aS,9S,9aS)-3,6,7,9-tetrahydroxyspiro[3,3a,9,9a-tetrahydro-2H-benzo[f][1]benzofuran-4,4'-cyclohexa-2,5-diene]-1'-one

Details

• Internal ID: f779f52b-036f-4986-bb16-41b98951cae4
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (3S,3aS,9S,9aS)-3,6,7,9-tetrahydroxyspiro[3,3a,9,9a-tetrahydro-2H-benzo[f][1]benzofuran-4,4'-cyclohexa-2,5-diene]-1'-one
• SMILES (Canonical): C1C(C2C(O1)C(C3=CC(=C(C=C3C24C=CC(=O)C=C4)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H]2[C@H](O1)[C@H](C3=CC(=C(C=C3C24C=CC(=O)C=C4)O)O)O)O
• InChI: InChI=1S/C17H16O6/c18-8-1-3-17(4-2-8)10-6-12(20)11(19)5-9(10)15(22)16-14(17)13(21)7-23-16/h1-6,13-16,19-22H,7H2/t13-,14+,15+,16+/m1/s1
• InChI Key: OUVOMGWEXGEQMR-UGUYLWEFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	-	0.8465	84.65%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7019	70.19%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9756	97.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8159	81.59%
P-glycoprotein inhibitior	-	0.9037	90.37%
P-glycoprotein substrate	-	0.7291	72.91%
CYP3A4 substrate	+	0.5848	58.48%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.8246	82.46%
CYP3A4 inhibition	-	0.8585	85.85%
CYP2C9 inhibition	-	0.5647	56.47%
CYP2C19 inhibition	-	0.5904	59.04%
CYP2D6 inhibition	-	0.6222	62.22%
CYP1A2 inhibition	+	0.6703	67.03%
CYP2C8 inhibition	-	0.8049	80.49%
CYP inhibitory promiscuity	-	0.6655	66.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Warning	0.4816	48.16%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.5099	50.99%
Skin irritation	-	0.6233	62.33%
Skin corrosion	-	0.9111	91.11%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7460	74.60%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.6248	62.48%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7167	71.67%
Acute Oral Toxicity (c)	III	0.4346	43.46%
Estrogen receptor binding	+	0.5842	58.42%
Androgen receptor binding	+	0.5685	56.85%
Thyroid receptor binding	-	0.5195	51.95%
Glucocorticoid receptor binding	+	0.6146	61.46%
Aromatase binding	-	0.4943	49.43%
PPAR gamma	+	0.5985	59.85%
Honey bee toxicity	-	0.8134	81.34%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8986	89.86%

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	99.19%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.25%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.72%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.63%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.72%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.65%	100.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.56%	91.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.88%	94.45%
CHEMBL2581	P07339	Cathepsin D	83.82%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.42%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.96%	99.23%

Plants that contains it

• Athrotaxis selaginoides

Cross-Links

• PubChem: 101306920
• LOTUS: LTS0146492
• wikiData: Q105200464