6-hydroxy-7,7a-dimethyl-4'-methylidenespiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-2'-one

Details

• Internal ID: 4da72110-d429-496e-8a77-0ca22c915acc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 6-hydroxy-7,7a-dimethyl-4'-methylidenespiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-2'-one
• SMILES (Canonical): CC1C(CCC2C1(CC3(C2)C(=C)COC3=O)C)O
• SMILES (Isomeric): CC1C(CCC2C1(CC3(C2)C(=C)COC3=O)C)O
• InChI: InChI=1S/C15H22O3/c1-9-7-18-13(17)15(9)6-11-4-5-12(16)10(2)14(11,3)8-15/h10-12,16H,1,4-8H2,2-3H3
• InChI Key: PYOOLLZTMBWMNO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.29
• 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	+	0.9957	99.57%
Caco-2	+	0.8025	80.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7684	76.84%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9253	92.53%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5102	51.02%
BSEP inhibitior	-	0.7673	76.73%
P-glycoprotein inhibitior	-	0.9053	90.53%
P-glycoprotein substrate	-	0.7914	79.14%
CYP3A4 substrate	+	0.6043	60.43%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.7831	78.31%
CYP3A4 inhibition	-	0.6611	66.11%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.8248	82.48%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.7154	71.54%
CYP2C8 inhibition	-	0.9225	92.25%
CYP inhibitory promiscuity	-	0.9338	93.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5600	56.00%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8713	87.13%
Skin irritation	-	0.5124	51.24%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6921	69.21%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7172	71.72%
skin sensitisation	-	0.7388	73.88%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6113	61.13%
Acute Oral Toxicity (c)	III	0.5129	51.29%
Estrogen receptor binding	-	0.5068	50.68%
Androgen receptor binding	+	0.5499	54.99%
Thyroid receptor binding	-	0.5391	53.91%
Glucocorticoid receptor binding	+	0.6023	60.23%
Aromatase binding	-	0.5255	52.55%
PPAR gamma	-	0.7304	73.04%
Honey bee toxicity	-	0.8938	89.38%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9879	98.79%

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	91.78%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.17%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.20%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.53%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.08%	92.94%
CHEMBL2581	P07339	Cathepsin D	84.07%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	82.82%	91.49%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.80%	86.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.45%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.66%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.45%	96.09%

Plants that contains it

• Ligularia dolichobotrys

Cross-Links

• PubChem: 14216787
• LOTUS: LTS0165926
• wikiData: Q105216682