6-hydroxy-3-(1-hydroxyethyl)-7-methylidene-4-propan-2-yl-3,3a,4,5,6,7a-hexahydro-1H-inden-2-one

Details

• Internal ID: f7230b4a-029d-46d2-8d99-b32696eb477f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 6-hydroxy-3-(1-hydroxyethyl)-7-methylidene-4-propan-2-yl-3,3a,4,5,6,7a-hexahydro-1H-inden-2-one
• SMILES (Canonical): CC(C)C1CC(C(=C)C2C1C(C(=O)C2)C(C)O)O
• SMILES (Isomeric): CC(C)C1CC(C(=C)C2C1C(C(=O)C2)C(C)O)O
• InChI: InChI=1S/C15H24O3/c1-7(2)10-5-12(17)8(3)11-6-13(18)14(9(4)16)15(10)11/h7,9-12,14-17H,3,5-6H2,1-2,4H3
• InChI Key: NZWVZCYBBOPPOD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	-	0.5801	58.01%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6225	62.25%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9196	91.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9734	97.34%
P-glycoprotein inhibitior	-	0.9307	93.07%
P-glycoprotein substrate	-	0.7935	79.35%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8348	83.48%
CYP2D6 substrate	-	0.7470	74.70%
CYP3A4 inhibition	-	0.8048	80.48%
CYP2C9 inhibition	-	0.8529	85.29%
CYP2C19 inhibition	-	0.7774	77.74%
CYP2D6 inhibition	-	0.9143	91.43%
CYP1A2 inhibition	-	0.7637	76.37%
CYP2C8 inhibition	-	0.9402	94.02%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8913	89.13%
Carcinogenicity (trinary)	Non-required	0.5889	58.89%
Eye corrosion	-	0.9760	97.60%
Eye irritation	+	0.5865	58.65%
Skin irritation	+	0.5445	54.45%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5628	56.28%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6211	62.11%
skin sensitisation	+	0.5193	51.93%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5766	57.66%
Acute Oral Toxicity (c)	III	0.3675	36.75%
Estrogen receptor binding	-	0.6243	62.43%
Androgen receptor binding	-	0.4821	48.21%
Thyroid receptor binding	-	0.5130	51.30%
Glucocorticoid receptor binding	-	0.5174	51.74%
Aromatase binding	-	0.8602	86.02%
PPAR gamma	-	0.8249	82.49%
Honey bee toxicity	-	0.8325	83.25%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9719	97.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.95%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.90%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.80%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.62%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.60%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.43%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	81.13%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.40%	95.89%

Plants that contains it

• Rugelia nudicaulis

Cross-Links

• PubChem: 14563830
• LOTUS: LTS0235312
• wikiData: Q105188503