(3aR,6S,7aS)-3,4,5,6,7,7a-hexahydro-2H-1-benzofuran-3a,6-diol

Details

• Internal ID: 48f49f7a-dd66-46cc-b7fb-65406eab7a38
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3aR,6S,7aS)-3,4,5,6,7,7a-hexahydro-2H-1-benzofuran-3a,6-diol
• SMILES (Canonical): C1CC2(CCOC2CC1O)O
• SMILES (Isomeric): C1C[C@]2(CCO[C@H]2C[C@H]1O)O
• InChI: InChI=1S/C8H14O3/c9-6-1-2-8(10)3-4-11-7(8)5-6/h6-7,9-10H,1-5H2/t6-,7-,8+/m0/s1
• InChI Key: BMCMOTVWVYIGFM-BIIVOSGPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19 g/mol
• Exact Mass: 158.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• AKOS015909567

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	-	0.5966	59.66%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6387	63.87%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9464	94.64%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7792	77.92%
BSEP inhibitior	-	0.9459	94.59%
P-glycoprotein inhibitior	-	0.9866	98.66%
P-glycoprotein substrate	-	0.9255	92.55%
CYP3A4 substrate	+	0.5093	50.93%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.6971	69.71%
CYP3A4 inhibition	-	0.9844	98.44%
CYP2C9 inhibition	-	0.8854	88.54%
CYP2C19 inhibition	-	0.7927	79.27%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.8556	85.56%
CYP2C8 inhibition	-	0.9146	91.46%
CYP inhibitory promiscuity	-	0.9570	95.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4911	49.11%
Eye corrosion	-	0.9388	93.88%
Eye irritation	+	0.8266	82.66%
Skin irritation	-	0.7728	77.28%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7320	73.20%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6094	60.94%
skin sensitisation	-	0.8854	88.54%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6407	64.07%
Estrogen receptor binding	-	0.8897	88.97%
Androgen receptor binding	-	0.8254	82.54%
Thyroid receptor binding	-	0.7967	79.67%
Glucocorticoid receptor binding	-	0.7532	75.32%
Aromatase binding	-	0.8674	86.74%
PPAR gamma	-	0.8555	85.55%
Honey bee toxicity	-	0.7408	74.08%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.8406	84.06%

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	91.51%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.18%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.17%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.47%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.03%	92.94%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.25%	85.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.09%	96.09%
CHEMBL238	Q01959	Dopamine transporter	81.91%	95.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.91%	100.00%

Plants that contains it

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

Cross-Links

• PubChem: 11084146
• NPASS: NPC145005
• LOTUS: LTS0062297
• wikiData: Q104938316