12-[2-(Furan-3-yl)-2-hydroxyethyl]-4,13-dihydroxy-11-methylidene-8,14-dioxatetracyclo[7.6.0.01,6.02,12]pentadec-5-en-7-one

Details

• Internal ID: e77714ea-3627-4814-9bfa-e2c53bfbd244
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: 12-[2-(furan-3-yl)-2-hydroxyethyl]-4,13-dihydroxy-11-methylidene-8,14-dioxatetracyclo[7.6.0.01,6.02,12]pentadec-5-en-7-one
• SMILES (Canonical): C=C1CC2C34COC(C1(C3CC(C=C4C(=O)O2)O)CC(C5=COC=C5)O)O
• SMILES (Isomeric): C=C1CC2C34COC(C1(C3CC(C=C4C(=O)O2)O)CC(C5=COC=C5)O)O
• InChI: InChI=1S/C20H22O7/c1-10-4-16-20-9-26-18(24)19(10,7-14(22)11-2-3-25-8-11)15(20)6-12(21)5-13(20)17(23)27-16/h2-3,5,8,12,14-16,18,21-22,24H,1,4,6-7,9H2
• InChI Key: PNFZVLPHKKVBRI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9765	97.65%
Caco-2	-	0.8002	80.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7942	79.42%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8155	81.55%
P-glycoprotein inhibitior	-	0.7605	76.05%
P-glycoprotein substrate	+	0.5096	50.96%
CYP3A4 substrate	+	0.6427	64.27%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.8492	84.92%
CYP3A4 inhibition	-	0.7390	73.90%
CYP2C9 inhibition	-	0.8246	82.46%
CYP2C19 inhibition	-	0.6768	67.68%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	-	0.8247	82.47%
CYP2C8 inhibition	+	0.5581	55.81%
CYP inhibitory promiscuity	-	0.8431	84.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5460	54.60%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.8478	84.78%
Skin irritation	-	0.6673	66.73%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	+	0.6230	62.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5852	58.52%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.7803	78.03%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6876	68.76%
Acute Oral Toxicity (c)	I	0.3942	39.42%
Estrogen receptor binding	+	0.8089	80.89%
Androgen receptor binding	+	0.5885	58.85%
Thyroid receptor binding	-	0.5281	52.81%
Glucocorticoid receptor binding	+	0.6064	60.64%
Aromatase binding	+	0.6340	63.40%
PPAR gamma	+	0.5840	58.40%
Honey bee toxicity	-	0.5890	58.90%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9840	98.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.12%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.29%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.41%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.34%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.83%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.44%	85.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.07%	100.00%

Plants that contains it

• Croton sublyratus

Cross-Links

• PubChem: 5088770
• LOTUS: LTS0199649
• wikiData: Q105211910