(3R,3aS,6aR,8S,9S,9aR,9bS)-8-hydroxy-3,9-dimethyl-6-methylidene-3,3a,4,5,6a,7,8,9,9a,9b-decahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 9d905662-fa07-43c0-8cb8-0017439ebc53
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3R,3aS,6aR,8S,9S,9aR,9bS)-8-hydroxy-3,9-dimethyl-6-methylidene-3,3a,4,5,6a,7,8,9,9a,9b-decahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H22O3/c1-7-4-5-10-8(2)15(17)18-14(10)13-9(3)12(16)6-11(7)13/h8-14,16H,1,4-6H2,2-3H3/t8-,9-,10+,11+,12+,13+,14+/m1/s1
• InChI Key: VYTWYRAYFDVDEF-IQNPRSBZSA-N
• Popularity: 2 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): 46.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7597	75.97%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5607	56.07%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.8249	82.49%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9155	91.55%
P-glycoprotein inhibitior	-	0.9340	93.40%
P-glycoprotein substrate	-	0.7608	76.08%
CYP3A4 substrate	+	0.5836	58.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.7076	70.76%
CYP2C9 inhibition	-	0.9453	94.53%
CYP2C19 inhibition	-	0.8522	85.22%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	+	0.5114	51.14%
CYP2C8 inhibition	-	0.8935	89.35%
CYP inhibitory promiscuity	-	0.9520	95.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6465	64.65%
Eye corrosion	-	0.9454	94.54%
Eye irritation	-	0.8659	86.59%
Skin irritation	-	0.5588	55.88%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6890	68.90%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	-	0.5997	59.97%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6011	60.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6593	65.93%
Acute Oral Toxicity (c)	III	0.5338	53.38%
Estrogen receptor binding	-	0.6769	67.69%
Androgen receptor binding	+	0.5694	56.94%
Thyroid receptor binding	-	0.5449	54.49%
Glucocorticoid receptor binding	+	0.5692	56.92%
Aromatase binding	-	0.8208	82.08%
PPAR gamma	-	0.8580	85.80%
Honey bee toxicity	-	0.8053	80.53%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9588	95.88%

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	95.37%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.60%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	92.78%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.94%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.93%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.49%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.92%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	86.48%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.72%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.26%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.69%	92.94%
CHEMBL1978	P11511	Cytochrome P450 19A1	81.78%	91.76%

Plants that contains it

• Ainsliaea fragrans

Cross-Links

• PubChem: 162886956
• LOTUS: LTS0195369
• wikiData: Q105299351