5-[6-[3-(4-Hydroxyphenyl)prop-2-enoyloxy]-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: 2d06c4ba-9fd0-44fa-85c1-05a19ef3389c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-[6-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid
• SMILES (Canonical): CC1=CCC2C(C(CCC2(C1CCC(C)CC(=O)O)C)OC(=O)C=CC3=CC=C(C=C3)O)(C)C
• SMILES (Isomeric): CC1=CCC2C(C(CCC2(C1CCC(C)CC(=O)O)C)OC(=O)C=CC3=CC=C(C=C3)O)(C)C
• InChI: InChI=1S/C29H40O5/c1-19(18-26(31)32)6-13-23-20(2)7-14-24-28(3,4)25(16-17-29(23,24)5)34-27(33)15-10-21-8-11-22(30)12-9-21/h7-12,15,19,23-25,30H,6,13-14,16-18H2,1-5H3,(H,31,32)
• InChI Key: NXBXXIQYAWOZQT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₅
• Molecular Weight: 468.60 g/mol
• Exact Mass: 468.28757437 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.62
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	-	0.6830	68.30%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8686	86.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8449	84.49%
OATP1B3 inhibitior	-	0.2783	27.83%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9755	97.55%
P-glycoprotein inhibitior	+	0.7178	71.78%
P-glycoprotein substrate	-	0.5554	55.54%
CYP3A4 substrate	+	0.6939	69.39%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8877	88.77%
CYP3A4 inhibition	-	0.5332	53.32%
CYP2C9 inhibition	-	0.8253	82.53%
CYP2C19 inhibition	-	0.7527	75.27%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	-	0.7080	70.80%
CYP2C8 inhibition	+	0.6899	68.99%
CYP inhibitory promiscuity	-	0.7147	71.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8855	88.55%
Carcinogenicity (trinary)	Non-required	0.6969	69.69%
Eye corrosion	-	0.9963	99.63%
Eye irritation	-	0.9351	93.51%
Skin irritation	-	0.5255	52.55%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7961	79.61%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6283	62.83%
skin sensitisation	-	0.6896	68.96%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7662	76.62%
Acute Oral Toxicity (c)	III	0.7078	70.78%
Estrogen receptor binding	+	0.7972	79.72%
Androgen receptor binding	+	0.7096	70.96%
Thyroid receptor binding	+	0.6201	62.01%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	+	0.6941	69.41%
PPAR gamma	+	0.6906	69.06%
Honey bee toxicity	-	0.7846	78.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.97%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.08%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.47%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.26%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.93%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.75%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.73%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	89.38%	97.64%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.07%	94.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.64%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.95%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.92%	93.56%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.51%	94.97%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.06%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.65%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.93%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.67%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	80.26%	98.35%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.18%	89.62%

Plants that contains it

• Hardwickia binata

Cross-Links

• PubChem: 73804950
• LOTUS: LTS0153094
• wikiData: Q105186928