(1R,2R,9R,11S)-2-hydroxy-9,11-dimethyl-10-methylidene-3-oxatricyclo[7.3.1.02,6]tridec-5-en-4-one

Details

• Internal ID: c9960a2f-9472-4db1-83fc-055a4a4fa732
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1R,2R,9R,11S)-2-hydroxy-9,11-dimethyl-10-methylidene-3-oxatricyclo[7.3.1.02,6]tridec-5-en-4-one
• SMILES (Canonical): CC1CC2CC(C1=C)(CCC3=CC(=O)OC23O)C
• SMILES (Isomeric): C[C@H]1C[C@@H]2C[C@](C1=C)(CCC3=CC(=O)O[C@]23O)C
• InChI: InChI=1S/C15H20O3/c1-9-6-12-8-14(3,10(9)2)5-4-11-7-13(16)18-15(11,12)17/h7,9,12,17H,2,4-6,8H2,1,3H3/t9-,12+,14+,15-/m0/s1
• InChI Key: SGZIOSXTKWBXTJ-FFFUXKDYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.56
• 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	+	0.9939	99.39%
Caco-2	+	0.6966	69.66%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6506	65.06%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.9179	91.79%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9397	93.97%
P-glycoprotein inhibitior	-	0.9301	93.01%
P-glycoprotein substrate	-	0.7297	72.97%
CYP3A4 substrate	+	0.6355	63.55%
CYP2C9 substrate	-	0.8205	82.05%
CYP2D6 substrate	-	0.8851	88.51%
CYP3A4 inhibition	-	0.7207	72.07%
CYP2C9 inhibition	-	0.7525	75.25%
CYP2C19 inhibition	-	0.6856	68.56%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	+	0.7595	75.95%
CYP2C8 inhibition	-	0.8227	82.27%
CYP inhibitory promiscuity	-	0.8666	86.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5289	52.89%
Eye corrosion	-	0.9756	97.56%
Eye irritation	-	0.9634	96.34%
Skin irritation	+	0.5154	51.54%
Skin corrosion	-	0.9066	90.66%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6519	65.19%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5963	59.63%
skin sensitisation	-	0.6645	66.45%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6430	64.30%
Acute Oral Toxicity (c)	II	0.3734	37.34%
Estrogen receptor binding	-	0.5755	57.55%
Androgen receptor binding	+	0.6381	63.81%
Thyroid receptor binding	+	0.5291	52.91%
Glucocorticoid receptor binding	+	0.5397	53.97%
Aromatase binding	+	0.5273	52.73%
PPAR gamma	-	0.6078	60.78%
Honey bee toxicity	-	0.8153	81.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	95.19%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.12%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.15%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.32%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.33%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.25%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	81.58%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	81.30%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.03%	99.23%

Plants that contains it

• Achillea leptophylla
• Aldama cordifolia
• Cordiera macrophylla
• Dioscorea futschauensis
• Dorstenia barnimiana
• Haeckeria pholidota
• Petrosedum forsterianum
• Rubia yunnanensis
• Uvaria mocoli
• Verbascum georgicum
• Zieria chevalieri

Cross-Links

• PubChem: 10824450
• NPASS: NPC299209
• LOTUS: LTS0245205
• wikiData: Q105006269