2-(1,3,5-Trihydroxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)prop-2-enal

Details

• Internal ID: d1231d02-d75d-4b67-8106-4cd05c700ea3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-(1,3,5-trihydroxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)prop-2-enal
• SMILES (Canonical): CC12CC(C(C(C1C(=C)CCC2O)O)C(=C)C=O)O
• SMILES (Isomeric): CC12CC(C(C(C1C(=C)CCC2O)O)C(=C)C=O)O
• InChI: InChI=1S/C15H22O4/c1-8-4-5-11(18)15(3)6-10(17)12(9(2)7-16)14(19)13(8)15/h7,10-14,17-19H,1-2,4-6H2,3H3
• InChI Key: FBRQQMLZTXBPSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	-	0.6150	61.50%
Blood Brain Barrier	-	0.6223	62.23%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6470	64.70%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8938	89.38%
OATP1B3 inhibitior	+	0.8511	85.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5567	55.67%
BSEP inhibitior	-	0.9484	94.84%
P-glycoprotein inhibitior	-	0.9330	93.30%
P-glycoprotein substrate	-	0.8520	85.20%
CYP3A4 substrate	+	0.6468	64.68%
CYP2C9 substrate	-	0.6551	65.51%
CYP2D6 substrate	-	0.7798	77.98%
CYP3A4 inhibition	-	0.7133	71.33%
CYP2C9 inhibition	-	0.8635	86.35%
CYP2C19 inhibition	-	0.8509	85.09%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.7813	78.13%
CYP2C8 inhibition	-	0.8203	82.03%
CYP inhibitory promiscuity	-	0.9009	90.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5640	56.40%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9430	94.30%
Skin irritation	+	0.5550	55.50%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6390	63.90%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6613	66.13%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.3678	36.78%
Estrogen receptor binding	+	0.8241	82.41%
Androgen receptor binding	+	0.5577	55.77%
Thyroid receptor binding	-	0.6576	65.76%
Glucocorticoid receptor binding	+	0.7436	74.36%
Aromatase binding	-	0.5612	56.12%
PPAR gamma	+	0.6085	60.85%
Honey bee toxicity	-	0.8845	88.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	95.05%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.21%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.93%	96.09%
CHEMBL204	P00734	Thrombin	85.89%	96.01%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.74%	95.89%
CHEMBL1871	P10275	Androgen Receptor	81.64%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.21%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.12%	97.09%

Plants that contains it

• Tanacetopsis mucronata

Cross-Links

• PubChem: 162938540
• LOTUS: LTS0234252
• wikiData: Q104992843