2,3,3a,6,7,7abeta-Hexahydrobenzofuran-3abeta,6alpha-diol

Details

• Internal ID: 15f3babd-425c-4167-93d9-0b6231f7eb72
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3aS,6R,7aS)-3,6,7,7a-tetrahydro-2H-1-benzofuran-3a,6-diol
• SMILES (Canonical): C1COC2C1(C=CC(C2)O)O
• SMILES (Isomeric): C1CO[C@@H]2[C@]1(C=C[C@@H](C2)O)O
• InChI: InChI=1S/C8H12O3/c9-6-1-2-8(10)3-4-11-7(8)5-6/h1-2,6-7,9-10H,3-5H2/t6-,7-,8+/m0/s1
• InChI Key: SWUWGVKRMOEGEN-BIIVOSGPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₃
• Molecular Weight: 156.18 g/mol
• Exact Mass: 156.078644241 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 3
• 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	+	0.9907	99.07%
Caco-2	-	0.5539	55.39%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6430	64.30%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9536	95.36%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	-	0.9554	95.54%
P-glycoprotein inhibitior	-	0.9833	98.33%
P-glycoprotein substrate	-	0.9207	92.07%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7333	73.33%
CYP3A4 inhibition	-	0.9782	97.82%
CYP2C9 inhibition	-	0.9036	90.36%
CYP2C19 inhibition	-	0.8039	80.39%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.8319	83.19%
CYP2C8 inhibition	-	0.9314	93.14%
CYP inhibitory promiscuity	-	0.9262	92.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4761	47.61%
Eye corrosion	-	0.9394	93.94%
Eye irritation	+	0.5406	54.06%
Skin irritation	-	0.7568	75.68%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7084	70.84%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5030	50.30%
skin sensitisation	-	0.8420	84.20%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6418	64.18%
Acute Oral Toxicity (c)	III	0.6175	61.75%
Estrogen receptor binding	-	0.8347	83.47%
Androgen receptor binding	-	0.8500	85.00%
Thyroid receptor binding	-	0.7355	73.55%
Glucocorticoid receptor binding	-	0.6366	63.66%
Aromatase binding	-	0.8611	86.11%
PPAR gamma	-	0.8176	81.76%
Honey bee toxicity	-	0.7910	79.10%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.6658	66.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	92.13%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.36%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.10%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.28%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.04%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.33%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.70%	85.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.25%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.00%	92.94%

Plants that contains it

• Alluaudia ascendens
• Brassica nigra
• Centaurea collina
• Echinocereus berlandieri
• Euonymus nanus
• Isodon weisiensis
• Millingtonia hortensis
• Physostigma venenosum

Cross-Links

• PubChem: 101921142
• NPASS: NPC110459
• LOTUS: LTS0159326
• wikiData: Q105262910