5-[5-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: 8c6683c5-646d-4c12-bc9b-cdc55a0f030e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-[5-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentanoic acid
• SMILES (Canonical): CC(CCC1C(=C)CCC2C1(CCCC2(C)COC(=O)C=CC3=CC(=C(C=C3)O)O)C)CC(=O)O
• SMILES (Isomeric): CC(CCC1C(=C)CCC2C1(CCCC2(C)COC(=O)C=CC3=CC(=C(C=C3)O)O)C)CC(=O)O
• InChI: InChI=1S/C29H40O6/c1-19(16-26(32)33)6-10-22-20(2)7-12-25-28(3,14-5-15-29(22,25)4)18-35-27(34)13-9-21-8-11-23(30)24(31)17-21/h8-9,11,13,17,19,22,25,30-31H,2,5-7,10,12,14-16,18H2,1,3-4H3,(H,32,33)
• InChI Key: OGSUKCAEIRKSMH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₆
• Molecular Weight: 484.60 g/mol
• Exact Mass: 484.28248899 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.32
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	-	0.7604	76.04%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8845	88.45%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.8896	88.96%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8292	82.92%
BSEP inhibitior	+	0.9180	91.80%
P-glycoprotein inhibitior	+	0.6359	63.59%
P-glycoprotein substrate	-	0.6017	60.17%
CYP3A4 substrate	+	0.6712	67.12%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.6400	64.00%
CYP2C9 inhibition	-	0.7908	79.08%
CYP2C19 inhibition	-	0.6931	69.31%
CYP2D6 inhibition	-	0.8860	88.60%
CYP1A2 inhibition	+	0.5529	55.29%
CYP2C8 inhibition	+	0.7062	70.62%
CYP inhibitory promiscuity	-	0.8780	87.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6969	69.69%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9201	92.01%
Skin irritation	-	0.5659	56.59%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6925	69.25%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6269	62.69%
skin sensitisation	-	0.8175	81.75%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9443	94.43%
Acute Oral Toxicity (c)	III	0.6419	64.19%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.8412	84.12%
Thyroid receptor binding	+	0.5206	52.06%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	+	0.6982	69.82%
PPAR gamma	+	0.6572	65.72%
Honey bee toxicity	-	0.7741	77.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6455	64.55%
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	99.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.09%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	96.46%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.74%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.03%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.99%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.98%	96.38%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.73%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.67%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.78%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.32%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.88%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.27%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.63%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.42%	94.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.13%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.32%	91.19%
CHEMBL236	P41143	Delta opioid receptor	83.32%	99.35%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.03%	89.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.77%	99.17%
CHEMBL3194	P02766	Transthyretin	80.74%	90.71%

Plants that contains it

• Nuxia sphaerocephala

Cross-Links

• PubChem: 73016995
• LOTUS: LTS0143539
• wikiData: Q105191840