[5-(hydroxymethyl)-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-4-yl]methanol

Details

• Internal ID: f533aac1-6c2d-4cf9-9ca3-71052c3bb426
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: [5-(hydroxymethyl)-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-4-yl]methanol
• SMILES (Canonical): C1COC2C1C(C(=C2)CO)CO
• SMILES (Isomeric): C1COC2C1C(C(=C2)CO)CO
• InChI: InChI=1S/C9H14O3/c10-4-6-3-9-7(1-2-12-9)8(6)5-11/h3,7-11H,1-2,4-5H2
• InChI Key: QCZMBBWKHAYATJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₃
• Molecular Weight: 170.21 g/mol
• Exact Mass: 170.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	-	0.8000	80.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5295	52.95%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9590	95.90%
P-glycoprotein inhibitior	-	0.9785	97.85%
P-glycoprotein substrate	-	0.9302	93.02%
CYP3A4 substrate	-	0.5729	57.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6621	66.21%
CYP3A4 inhibition	-	0.9050	90.50%
CYP2C9 inhibition	-	0.8468	84.68%
CYP2C19 inhibition	-	0.7314	73.14%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.6967	69.67%
CYP2C8 inhibition	-	0.8671	86.71%
CYP inhibitory promiscuity	-	0.6061	60.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4733	47.33%
Eye corrosion	-	0.8678	86.78%
Eye irritation	+	0.5461	54.61%
Skin irritation	-	0.6370	63.70%
Skin corrosion	-	0.8076	80.76%
Ames mutagenesis	-	0.5548	55.48%
Human Ether-a-go-go-Related Gene inhibition	-	0.6415	64.15%
Micronuclear	-	0.8741	87.41%
Hepatotoxicity	+	0.5358	53.58%
skin sensitisation	-	0.7069	70.69%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6768	67.68%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	-	0.8821	88.21%
Androgen receptor binding	-	0.5802	58.02%
Thyroid receptor binding	-	0.8456	84.56%
Glucocorticoid receptor binding	-	0.8305	83.05%
Aromatase binding	-	0.8481	84.81%
PPAR gamma	-	0.7651	76.51%
Honey bee toxicity	-	0.8834	88.34%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.5409	54.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	93.81%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.01%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	89.42%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.01%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.46%	89.67%

Plants that contains it

• Craniotome furcata
• Crescentia alata
• Crescentia cujete
• Scrophularia ningpoensis

Cross-Links

• PubChem: 14190908
• LOTUS: LTS0162387
• wikiData: Q105218682