(3R,3aS,6S,6aS,9aR,9bS)-9-(hydroxymethyl)-3,6-dimethyl-3,3a,4,5,6,6a,9a,9b-octahydroazuleno[4,5-b]furan-2,7-dione

Details

• Internal ID: b1a80e6f-e00d-4c92-9f87-77df9dae2560
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3R,3aS,6S,6aS,9aR,9bS)-9-(hydroxymethyl)-3,6-dimethyl-3,3a,4,5,6,6a,9a,9b-octahydroazuleno[4,5-b]furan-2,7-dione
• InChI: InChI=1S/C15H20O4/c1-7-3-4-10-8(2)15(18)19-14(10)13-9(6-16)5-11(17)12(7)13/h5,7-8,10,12-14,16H,3-4,6H2,1-2H3/t7-,8+,10-,12+,13-,14-/m0/s1
• InChI Key: CELTXMYQSVBGOH-AAFKDJCQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	+	0.8148	81.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5748	57.48%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8938	89.38%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9539	95.39%
P-glycoprotein inhibitior	-	0.9221	92.21%
P-glycoprotein substrate	-	0.7154	71.54%
CYP3A4 substrate	+	0.5228	52.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9022	90.22%
CYP3A4 inhibition	-	0.8376	83.76%
CYP2C9 inhibition	-	0.8225	82.25%
CYP2C19 inhibition	-	0.8828	88.28%
CYP2D6 inhibition	-	0.8586	85.86%
CYP1A2 inhibition	+	0.6484	64.84%
CYP2C8 inhibition	-	0.9171	91.71%
CYP inhibitory promiscuity	-	0.9012	90.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6228	62.28%
Eye corrosion	-	0.9655	96.55%
Eye irritation	-	0.9342	93.42%
Skin irritation	-	0.5363	53.63%
Skin corrosion	-	0.8631	86.31%
Ames mutagenesis	-	0.6815	68.15%
Human Ether-a-go-go-Related Gene inhibition	-	0.6538	65.38%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.7418	74.18%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6549	65.49%
Acute Oral Toxicity (c)	III	0.6008	60.08%
Estrogen receptor binding	-	0.5888	58.88%
Androgen receptor binding	+	0.6509	65.09%
Thyroid receptor binding	-	0.5205	52.05%
Glucocorticoid receptor binding	+	0.5503	55.03%
Aromatase binding	-	0.8363	83.63%
PPAR gamma	-	0.8185	81.85%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9265	92.65%

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	94.43%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.89%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.21%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.70%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	85.13%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.48%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.32%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.06%	89.00%

Plants that contains it

• Parasenecio petasitoides

Cross-Links

• PubChem: 12111490
• LOTUS: LTS0149003
• wikiData: Q104955825