Spiro(4.5)dec-6-en-8-one, 2-(1-(hydroxymethyl)ethenyl)-6,10-dimethyl-, (2R,5S,10R)-

Details

• Internal ID: db67b34d-384b-4e67-9493-fdd7041922fa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3R,5S,6R)-3-(3-hydroxyprop-1-en-2-yl)-6,10-dimethylspiro[4.5]dec-9-en-8-one
• SMILES (Canonical): CC1CC(=O)C=C(C12CCC(C2)C(=C)CO)C
• SMILES (Isomeric): C[C@@H]1CC(=O)C=C([C@]12CC[C@H](C2)C(=C)CO)C
• InChI: InChI=1S/C15H22O2/c1-10(9-16)13-4-5-15(8-13)11(2)6-14(17)7-12(15)3/h6,12-13,16H,1,4-5,7-9H2,2-3H3/t12-,13-,15-/m1/s1
• InChI Key: NGHJSKWBHDRUJT-UMVBOHGHSA-N
• Popularity: 3 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): 37.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• Spiro(4.5)dec-6-en-8-one, 2-(1-(hydroxymethyl)ethenyl)-6,10-dimethyl-, (2R,5S,10R)-
• 62574-28-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7968	79.68%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5209	52.09%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8954	89.54%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5722	57.22%
BSEP inhibitior	-	0.8090	80.90%
P-glycoprotein inhibitior	-	0.9339	93.39%
P-glycoprotein substrate	-	0.8162	81.62%
CYP3A4 substrate	+	0.5718	57.18%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.8287	82.87%
CYP2C9 inhibition	-	0.8795	87.95%
CYP2C19 inhibition	-	0.8269	82.69%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	-	0.7721	77.21%
CYP2C8 inhibition	-	0.8966	89.66%
CYP inhibitory promiscuity	-	0.9131	91.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6066	60.66%
Eye corrosion	-	0.9603	96.03%
Eye irritation	-	0.7553	75.53%
Skin irritation	-	0.5931	59.31%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	-	0.8170	81.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5976	59.76%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5557	55.57%
skin sensitisation	+	0.5321	53.21%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5690	56.90%
Acute Oral Toxicity (c)	III	0.8835	88.35%
Estrogen receptor binding	-	0.7673	76.73%
Androgen receptor binding	+	0.5241	52.41%
Thyroid receptor binding	-	0.6807	68.07%
Glucocorticoid receptor binding	+	0.5530	55.30%
Aromatase binding	+	0.5970	59.70%
PPAR gamma	-	0.5599	55.99%
Honey bee toxicity	-	0.9178	91.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9496	94.96%

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	93.88%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.86%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	92.10%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.73%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.25%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.71%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.69%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.30%	93.04%
CHEMBL1871	P10275	Androgen Receptor	81.10%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.37%	95.89%

Plants that contains it

• Hyoscyamus albus
• Solanum aethiopicum

Cross-Links

• PubChem: 92006712
• LOTUS: LTS0167433
• wikiData: Q105178929