(3R,3aS,4aR,8S,8aS,9aS)-8,9a-dihydroxy-3,4a-dimethyl-5-methylidene-3,3a,4,6,7,8,8a,9-octahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: e0aa6f73-61c8-4644-a914-d07f274eb67d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3R,3aS,4aR,8S,8aS,9aS)-8,9a-dihydroxy-3,4a-dimethyl-5-methylidene-3,3a,4,6,7,8,8a,9-octahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H22O4/c1-8-4-5-12(16)11-7-15(18)10(6-14(8,11)3)9(2)13(17)19-15/h9-12,16,18H,1,4-7H2,2-3H3/t9-,10+,11-,12+,14+,15+/m1/s1
• InChI Key: SDSNQAZBYSPPHG-PWCLGXPMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 4
• 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	+	0.9905	99.05%
Caco-2	+	0.5840	58.40%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6937	69.37%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.8475	84.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6170	61.70%
BSEP inhibitior	-	0.9048	90.48%
P-glycoprotein inhibitior	-	0.9264	92.64%
P-glycoprotein substrate	-	0.8602	86.02%
CYP3A4 substrate	+	0.6216	62.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.5612	56.12%
CYP2C9 inhibition	-	0.9247	92.47%
CYP2C19 inhibition	-	0.8848	88.48%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.6883	68.83%
CYP2C8 inhibition	-	0.8743	87.43%
CYP inhibitory promiscuity	-	0.9169	91.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4952	49.52%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9743	97.43%
Skin irritation	+	0.6326	63.26%
Skin corrosion	-	0.8995	89.95%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5177	51.77%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5659	56.59%
skin sensitisation	-	0.7613	76.13%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5780	57.80%
Acute Oral Toxicity (c)	I	0.5236	52.36%
Estrogen receptor binding	+	0.6057	60.57%
Androgen receptor binding	+	0.5304	53.04%
Thyroid receptor binding	+	0.5993	59.93%
Glucocorticoid receptor binding	+	0.7567	75.67%
Aromatase binding	-	0.5972	59.72%
PPAR gamma	-	0.6719	67.19%
Honey bee toxicity	-	0.8789	87.89%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9953	99.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.59%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.39%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.45%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.10%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL1871	P10275	Androgen Receptor	87.93%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.80%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.02%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.98%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.92%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.12%	92.94%

Plants that contains it

• Salvia yosgadensis

Cross-Links

• PubChem: 163004615
• LOTUS: LTS0051735
• wikiData: Q105250804