4-O-[(1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl)methyl] 1-O-methyl butanedioate

Details

• Internal ID: 3dd53548-95c5-4ee5-85b7-a1a9f6bfdcaa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-O-[(1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl)methyl] 1-O-methyl butanedioate
• SMILES (Canonical): CC(C)C1=CC2=C(C=C1)C3(CCCC(C3CC2)(C)COC(=O)CCC(=O)OC)C
• SMILES (Isomeric): CC(C)C1=CC2=C(C=C1)C3(CCCC(C3CC2)(C)COC(=O)CCC(=O)OC)C
• InChI: InChI=1S/C25H36O4/c1-17(2)18-7-9-20-19(15-18)8-10-21-24(3,13-6-14-25(20,21)4)16-29-23(27)12-11-22(26)28-5/h7,9,15,17,21H,6,8,10-14,16H2,1-5H3
• InChI Key: GBNDVFBBFXZTRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₄
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.26135963 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.32
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.5871	58.71%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8593	85.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9732	97.32%
P-glycoprotein inhibitior	+	0.7522	75.22%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	+	0.5862	58.62%
CYP2D6 substrate	-	0.8169	81.69%
CYP3A4 inhibition	-	0.6576	65.76%
CYP2C9 inhibition	-	0.6023	60.23%
CYP2C19 inhibition	-	0.6454	64.54%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.7560	75.60%
CYP2C8 inhibition	+	0.4679	46.79%
CYP inhibitory promiscuity	-	0.7407	74.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7820	78.20%
Carcinogenicity (trinary)	Non-required	0.5910	59.10%
Eye corrosion	-	0.9721	97.21%
Eye irritation	-	0.9336	93.36%
Skin irritation	-	0.9174	91.74%
Skin corrosion	-	0.9913	99.13%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7835	78.35%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7698	76.98%
skin sensitisation	-	0.8437	84.37%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5824	58.24%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9673	96.73%
Acute Oral Toxicity (c)	III	0.5425	54.25%
Estrogen receptor binding	+	0.7503	75.03%
Androgen receptor binding	+	0.5882	58.82%
Thyroid receptor binding	+	0.7350	73.50%
Glucocorticoid receptor binding	+	0.7467	74.67%
Aromatase binding	+	0.6572	65.72%
PPAR gamma	+	0.6000	60.00%
Honey bee toxicity	-	0.7764	77.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	99.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.31%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.85%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.33%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.43%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	91.22%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	90.61%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.35%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.87%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.51%	90.71%
CHEMBL2535	P11166	Glucose transporter	87.86%	98.75%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	87.64%	89.33%
CHEMBL4208	P20618	Proteasome component C5	85.31%	90.00%
CHEMBL5028	O14672	ADAM10	85.12%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.59%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.99%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	83.89%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.87%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.55%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.49%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.26%	94.33%

Plants that contains it

• Abies sibirica
• Abies spectabilis

Cross-Links

• PubChem: 162940674
• LOTUS: LTS0165106
• wikiData: Q105005970