cis-threo-Davanafuran

Details

• Internal ID: 4794bc2c-eec1-46f6-82e5-5501049d33bf
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: 2-[(1S)-1-[(2S,5R)-5-ethenyl-5-methyloxolan-2-yl]ethyl]-5-methylfuran
• SMILES (Canonical): CC1=CC=C(O1)C(C)C2CCC(O2)(C)C=C
• SMILES (Isomeric): CC1=CC=C(O1)[C@@H](C)[C@@H]2CC[C@](O2)(C)C=C
• InChI: InChI=1S/C14H20O2/c1-5-14(4)9-8-13(16-14)11(3)12-7-6-10(2)15-12/h5-7,11,13H,1,8-9H2,2-4H3/t11-,13+,14+/m1/s1
• InChI Key: RZQBBGYIEUNQIV-XBFCOCLRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31 g/mol
• Exact Mass: 220.146329876 g/mol
• Topological Polar Surface Area (TPSA): 22.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• RZQBBGYIEUNQIV-XBFCOCLRSA-N
• Q67879806

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.5947	59.47%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Plasma membrane	0.3375	33.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9561	95.61%
P-glycoprotein inhibitior	-	0.9145	91.45%
P-glycoprotein substrate	-	0.8447	84.47%
CYP3A4 substrate	+	0.5393	53.93%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.7107	71.07%
CYP3A4 inhibition	-	0.8501	85.01%
CYP2C9 inhibition	-	0.8010	80.10%
CYP2C19 inhibition	-	0.6415	64.15%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	+	0.5148	51.48%
CYP2C8 inhibition	-	0.7215	72.15%
CYP inhibitory promiscuity	-	0.7410	74.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7628	76.28%
Carcinogenicity (trinary)	Non-required	0.4198	41.98%
Eye corrosion	-	0.8366	83.66%
Eye irritation	-	0.9083	90.83%
Skin irritation	+	0.5401	54.01%
Skin corrosion	-	0.9084	90.84%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7447	74.47%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5232	52.32%
skin sensitisation	+	0.6381	63.81%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7194	71.94%
Nephrotoxicity	-	0.6313	63.13%
Acute Oral Toxicity (c)	III	0.6954	69.54%
Estrogen receptor binding	+	0.5480	54.80%
Androgen receptor binding	-	0.5874	58.74%
Thyroid receptor binding	-	0.6178	61.78%
Glucocorticoid receptor binding	+	0.5390	53.90%
Aromatase binding	-	0.6982	69.82%
PPAR gamma	-	0.7105	71.05%
Honey bee toxicity	-	0.8085	80.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.7120	71.20%

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	89.47%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.22%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.59%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.45%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.08%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.15%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.90%	93.99%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.67%	93.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.64%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.60%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.35%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.98%	88.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.17%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.60%	97.14%

Plants that contains it

• Artemisia pallens
• Nidema boothii

Cross-Links

• PubChem: 91746618
• NPASS: NPC111967
• LOTUS: LTS0117014
• wikiData: Q67879806