Dihydroinunolide

Details

• Internal ID: 8b93e62a-9ba8-4338-9dfa-b8a408dd91f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3S,3aR,5Z,9Z,11aR)-3,6,10-trimethyl-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1C2CC=C(CCC=C(CC2OC1=O)C)C
• SMILES (Isomeric): C[C@H]1[C@H]2C/C=C(\CC/C=C(\C[C@H]2OC1=O)/C)/C
• InChI: InChI=1S/C15H22O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h6-7,12-14H,4-5,8-9H2,1-3H3/b10-7-,11-6-/t12-,13+,14+/m0/s1
• InChI Key: QJRFOUJEGHRZIU-SEUKEUAPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 22617-76-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.9496	94.96%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.3888	38.88%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9649	96.49%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8417	84.17%
P-glycoprotein inhibitior	-	0.9303	93.03%
P-glycoprotein substrate	-	0.8812	88.12%
CYP3A4 substrate	-	0.5151	51.51%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.7632	76.32%
CYP2C9 inhibition	-	0.9535	95.35%
CYP2C19 inhibition	-	0.6418	64.18%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	+	0.7339	73.39%
CYP2C8 inhibition	-	0.9290	92.90%
CYP inhibitory promiscuity	-	0.8919	89.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9228	92.28%
Eye irritation	-	0.7832	78.32%
Skin irritation	+	0.5747	57.47%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6652	66.52%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	+	0.5476	54.76%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7901	79.01%
Acute Oral Toxicity (c)	III	0.6120	61.20%
Estrogen receptor binding	-	0.8335	83.35%
Androgen receptor binding	-	0.5840	58.40%
Thyroid receptor binding	-	0.6955	69.55%
Glucocorticoid receptor binding	-	0.5724	57.24%
Aromatase binding	-	0.8249	82.49%
PPAR gamma	-	0.6585	65.85%
Honey bee toxicity	-	0.8213	82.13%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9663	96.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.05%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.55%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.06%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.46%	86.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.82%	94.80%
CHEMBL2581	P07339	Cathepsin D	83.91%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.67%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	81.67%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.44%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.32%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.31%	100.00%

Plants that contains it

• Inula helenium

Cross-Links

• PubChem: 90470395
• NPASS: NPC260130