2,3,6,9-Tetramethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4,8-diol

Details

• Internal ID: 20abe3bc-d234-41ab-be7e-9ab22a0b4e82
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: 2,3,6,9-tetramethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4,8-diol
• SMILES (Canonical): C=C1CC(C2C(C3C1CC(C3=C)O)OC(=C)C2=C)O
• SMILES (Isomeric): C=C1CC(C2C(C3C1CC(C3=C)O)OC(=C)C2=C)O
• InChI: InChI=1S/C16H20O3/c1-7-5-13(18)15-8(2)10(4)19-16(15)14-9(3)12(17)6-11(7)14/h11-18H,1-6H2
• InChI Key: OLSOYTHXHBNGLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	-	0.6292	62.92%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.4037	40.37%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9603	96.03%
P-glycoprotein inhibitior	-	0.9223	92.23%
P-glycoprotein substrate	-	0.7611	76.11%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.6945	69.45%
CYP3A4 inhibition	-	0.8852	88.52%
CYP2C9 inhibition	-	0.8932	89.32%
CYP2C19 inhibition	-	0.7510	75.10%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.6850	68.50%
CYP2C8 inhibition	-	0.8990	89.90%
CYP inhibitory promiscuity	-	0.6858	68.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Non-required	0.4386	43.86%
Eye corrosion	-	0.8707	87.07%
Eye irritation	+	0.7961	79.61%
Skin irritation	-	0.5551	55.51%
Skin corrosion	-	0.8478	84.78%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7238	72.38%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6573	65.73%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6501	65.01%
Acute Oral Toxicity (c)	III	0.4372	43.72%
Estrogen receptor binding	+	0.5345	53.45%
Androgen receptor binding	+	0.5507	55.07%
Thyroid receptor binding	+	0.5361	53.61%
Glucocorticoid receptor binding	+	0.6204	62.04%
Aromatase binding	-	0.6984	69.84%
PPAR gamma	-	0.6381	63.81%
Honey bee toxicity	-	0.6654	66.54%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7147	71.47%

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	88.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.88%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.09%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.49%	96.61%
CHEMBL308	P06493	Cyclin-dependent kinase 1	84.87%	91.73%
CHEMBL1977	P11473	Vitamin D receptor	82.89%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.55%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.87%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.78%	100.00%

Plants that contains it

• Crepis crocea

Cross-Links

• PubChem: 162871089
• LOTUS: LTS0157570
• wikiData: Q105194115