4-hydroxy-3,5-dimethyl-6-[(2E,4E,6S,7E,10E,12S)-4,6,8,10,12-pentamethyl-9-oxotetradeca-2,4,7,10-tetraen-2-yl]pyran-2-one

Details

• Internal ID: eace4e0b-a481-489c-a72e-f089f92572b9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-3,5-dimethyl-6-[(2E,4E,6S,7E,10E,12S)-4,6,8,10,12-pentamethyl-9-oxotetradeca-2,4,7,10-tetraen-2-yl]pyran-2-one
• SMILES (Canonical): CCC(C)C=C(C)C(=O)C(=CC(C)C=C(C)C=C(C)C1=C(C(=C(C(=O)O1)C)O)C)C
• SMILES (Isomeric): CC[C@H](C)/C=C(\C)/C(=O)/C(=C/[C@@H](C)/C=C(\C)/C=C(\C)/C1=C(C(=C(C(=O)O1)C)O)C)/C
• InChI: InChI=1S/C26H36O4/c1-10-15(2)12-18(5)23(27)19(6)13-16(3)11-17(4)14-20(7)25-21(8)24(28)22(9)26(29)30-25/h11-16,28H,10H2,1-9H3/b17-11+,18-12+,19-13+,20-14+/t15-,16-/m0/s1
• InChI Key: MBMSSRCNIQQQTB-XDRJFBISSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₄
• Molecular Weight: 412.60 g/mol
• Exact Mass: 412.26135963 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.46
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	+	0.5584	55.84%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7830	78.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7454	74.54%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9698	96.98%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	-	0.7754	77.54%
CYP3A4 substrate	+	0.5699	56.99%
CYP2C9 substrate	+	0.6760	67.60%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	+	0.5599	55.99%
CYP2C19 inhibition	+	0.6450	64.50%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.6627	66.27%
CYP2C8 inhibition	-	0.7453	74.53%
CYP inhibitory promiscuity	-	0.6469	64.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8146	81.46%
Carcinogenicity (trinary)	Non-required	0.5712	57.12%
Eye corrosion	-	0.9725	97.25%
Eye irritation	-	0.8817	88.17%
Skin irritation	-	0.6401	64.01%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7319	73.19%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	+	0.5082	50.82%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7177	71.77%
Acute Oral Toxicity (c)	III	0.4624	46.24%
Estrogen receptor binding	+	0.7500	75.00%
Androgen receptor binding	+	0.6463	64.63%
Thyroid receptor binding	+	0.6259	62.59%
Glucocorticoid receptor binding	+	0.7221	72.21%
Aromatase binding	+	0.6381	63.81%
PPAR gamma	+	0.7959	79.59%
Honey bee toxicity	-	0.8858	88.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	97.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.41%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.08%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.50%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.32%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.54%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.62%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.55%	96.61%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.00%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162852540
• LOTUS: LTS0062403
• wikiData: Q105160848