4-O-[5-[7-hydroxy-2,5,8a-trimethyl-5-(3-methylbutanoyloxymethyl)-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 1-O-methyl butanedioate

Details

• Internal ID: a09519ba-f0f3-4f3d-8c25-b38c2d9b9ba4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-O-[5-[7-hydroxy-2,5,8a-trimethyl-5-(3-methylbutanoyloxymethyl)-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 1-O-methyl butanedioate
• SMILES (Canonical): CC1=CCC2C(CC(CC2(C1CCC(=CCOC(=O)CCC(=O)OC)C)C)O)(C)COC(=O)CC(C)C
• SMILES (Isomeric): CC1=CCC2C(CC(CC2(C1CCC(=CCOC(=O)CCC(=O)OC)C)C)O)(C)COC(=O)CC(C)C
• InChI: InChI=1S/C30H48O7/c1-20(2)16-28(34)37-19-29(5)17-23(31)18-30(6)24(22(4)9-11-25(29)30)10-8-21(3)14-15-36-27(33)13-12-26(32)35-7/h9,14,20,23-25,31H,8,10-13,15-19H2,1-7H3
• InChI Key: WDSRQYYJMUONEG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₇
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.34000387 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.55
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	-	0.6676	66.76%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8944	89.44%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9916	99.16%
P-glycoprotein inhibitior	+	0.8234	82.34%
P-glycoprotein substrate	+	0.5784	57.84%
CYP3A4 substrate	+	0.6921	69.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.7940	79.40%
CYP2C9 inhibition	-	0.8410	84.10%
CYP2C19 inhibition	-	0.8616	86.16%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	-	0.8811	88.11%
CYP2C8 inhibition	+	0.5807	58.07%
CYP inhibitory promiscuity	-	0.9179	91.79%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6859	68.59%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9303	93.03%
Skin irritation	-	0.5947	59.47%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6542	65.42%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6173	61.73%
skin sensitisation	-	0.7616	76.16%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7251	72.51%
Acute Oral Toxicity (c)	III	0.7905	79.05%
Estrogen receptor binding	+	0.7269	72.69%
Androgen receptor binding	+	0.5891	58.91%
Thyroid receptor binding	-	0.5206	52.06%
Glucocorticoid receptor binding	+	0.7716	77.16%
Aromatase binding	+	0.7013	70.13%
PPAR gamma	+	0.6560	65.60%
Honey bee toxicity	-	0.7351	73.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9907	99.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.39%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.28%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.67%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.26%	96.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.00%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	89.71%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.21%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.79%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.19%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.12%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.51%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.07%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.22%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	83.66%	94.73%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.00%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.07%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.78%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.68%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.53%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.05%	94.33%

Plants that contains it

• Acamptopappus sphaerocephalus

Cross-Links

• PubChem: 162855957
• LOTUS: LTS0159275
• wikiData: Q105302661