4,8-Dihydroxyfuran

Details

• Internal ID: e61bc5c9-3e97-4a9e-9e46-ff93be0113ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R,5R,5aR,8aR,9S)-5,7,7-trimethyl-5,5a,6,8,8a,9-hexahydro-4H-azuleno[5,6-c]furan-4,9-diol
• SMILES (Canonical): CC1C2CC(CC2C(C3=COC=C3C1O)O)(C)C
• SMILES (Isomeric): C[C@@H]1[C@H]2CC(C[C@H]2[C@@H](C3=COC=C3[C@@H]1O)O)(C)C
• InChI: InChI=1S/C15H22O3/c1-8-9-4-15(2,3)5-10(9)14(17)12-7-18-6-11(12)13(8)16/h6-10,13-14,16-17H,4-5H2,1-3H3/t8-,9-,10-,13-,14+/m1/s1
• InChI Key: HBUGIBGCLANIPI-BEDWUZKKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (4R,5R,5aR,8aR,9S)-5,7,7-trimethyl-5,5a,6,8,8a,9-hexahydro-4H-azuleno(5,6-c)furan-4,9-diol
• (4R,5R,5aR,8aR,9S)-5,7,7-trimethyl-5,5a,6,8,8a,9-hexahydro-4H-azuleno[5,6-c]furan-4,9-diol
• RefChem:96798
• CHEBI:205511
• (4R,5R,5aR,8aR,9S)-5,7,7-trimethyl-5,5a,6,8,8a,9-hexahydro-4H-azuleno[5,6-c]uran-4,9-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.5613	56.13%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5166	51.66%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8384	83.84%
P-glycoprotein inhibitior	-	0.9170	91.70%
P-glycoprotein substrate	-	0.9175	91.75%
CYP3A4 substrate	-	0.5586	55.86%
CYP2C9 substrate	-	0.5698	56.98%
CYP2D6 substrate	+	0.3685	36.85%
CYP3A4 inhibition	-	0.8790	87.90%
CYP2C9 inhibition	-	0.6461	64.61%
CYP2C19 inhibition	-	0.6431	64.31%
CYP2D6 inhibition	-	0.9032	90.32%
CYP1A2 inhibition	+	0.6180	61.80%
CYP2C8 inhibition	-	0.8960	89.60%
CYP inhibitory promiscuity	-	0.6889	68.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5346	53.46%
Eye corrosion	-	0.9707	97.07%
Eye irritation	-	0.9560	95.60%
Skin irritation	-	0.6777	67.77%
Skin corrosion	-	0.8745	87.45%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4526	45.26%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7060	70.60%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5731	57.31%
Acute Oral Toxicity (c)	III	0.5225	52.25%
Estrogen receptor binding	+	0.6290	62.90%
Androgen receptor binding	+	0.5219	52.19%
Thyroid receptor binding	+	0.6269	62.69%
Glucocorticoid receptor binding	-	0.7126	71.26%
Aromatase binding	-	0.7033	70.33%
PPAR gamma	-	0.7218	72.18%
Honey bee toxicity	-	0.9160	91.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9758	97.58%

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	95.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.41%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.01%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.10%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.61%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.44%	90.17%
CHEMBL2581	P07339	Cathepsin D	83.15%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.17%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585549
• LOTUS: LTS0116004
• wikiData: Q77424951