7-Hydroxy-6,10-dimethyl-3-prop-1-en-2-ylspiro[4.5]dec-9-en-8-one

Details

• Internal ID: 7bb8ae42-8cc6-4b5d-88e7-740919cf7864
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 7-hydroxy-6,10-dimethyl-3-prop-1-en-2-ylspiro[4.5]dec-9-en-8-one
• SMILES (Canonical): CC1C(C(=O)C=C(C12CCC(C2)C(=C)C)C)O
• SMILES (Isomeric): CC1C(C(=O)C=C(C12CCC(C2)C(=C)C)C)O
• InChI: InChI=1S/C15H22O2/c1-9(2)12-5-6-15(8-12)10(3)7-13(16)14(17)11(15)4/h7,11-12,14,17H,1,5-6,8H2,2-4H3
• InChI Key: XNIBIEVBMJDRPE-UHFFFAOYSA-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): 37.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.5951	59.51%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5981	59.81%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.9324	93.24%
OATP1B3 inhibitior	+	0.9163	91.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8772	87.72%
P-glycoprotein inhibitior	-	0.9492	94.92%
P-glycoprotein substrate	-	0.7786	77.86%
CYP3A4 substrate	+	0.5612	56.12%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.7918	79.18%
CYP2C9 inhibition	-	0.8521	85.21%
CYP2C19 inhibition	-	0.7090	70.90%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	-	0.6497	64.97%
CYP2C8 inhibition	-	0.9511	95.11%
CYP inhibitory promiscuity	-	0.8582	85.82%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9561	95.61%
Eye irritation	-	0.8076	80.76%
Skin irritation	+	0.7202	72.02%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6473	64.73%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5759	57.59%
skin sensitisation	+	0.6412	64.12%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4821	48.21%
Acute Oral Toxicity (c)	III	0.7737	77.37%
Estrogen receptor binding	-	0.7423	74.23%
Androgen receptor binding	-	0.5383	53.83%
Thyroid receptor binding	-	0.6538	65.38%
Glucocorticoid receptor binding	-	0.5167	51.67%
Aromatase binding	-	0.5120	51.20%
PPAR gamma	-	0.5901	59.01%
Honey bee toxicity	-	0.8676	86.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9639	96.39%

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	93.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.04%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.64%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.53%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.64%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.34%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.68%	97.09%
CHEMBL1871	P10275	Androgen Receptor	81.39%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.64%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.59%	95.89%

Plants that contains it

• Hyoscyamus albus
• Nicotiana tabacum
• Nicotiana undulata

Cross-Links

• PubChem: 15601421
• LOTUS: LTS0230762
• wikiData: Q105331680