methyl (4S,4aR,6aS,7R,11aS,11bR)-4,7,11b-trimethyl-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-4-carboxylate

Details

• Internal ID: d70f7f2b-e768-4918-9792-eb80c483d2af
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl (4S,4aR,6aS,7R,11aS,11bR)-4,7,11b-trimethyl-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-4-carboxylate
• InChI: InChI=1S/C21H30O3/c1-13-14-6-7-18-20(2,9-5-10-21(18,3)19(22)23-4)16(14)12-17-15(13)8-11-24-17/h8,11,13-14,16,18H,5-7,9-10,12H2,1-4H3/t13-,14+,16+,18-,20-,21+/m1/s1
• InChI Key: CKWZZMAZBSXPHZ-WVDARTDPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.21949481 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.95
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8711	87.11%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5131	51.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6166	61.66%
P-glycoprotein inhibitior	+	0.5738	57.38%
P-glycoprotein substrate	-	0.6681	66.81%
CYP3A4 substrate	+	0.6873	68.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7675	76.75%
CYP3A4 inhibition	-	0.7859	78.59%
CYP2C9 inhibition	-	0.5561	55.61%
CYP2C19 inhibition	+	0.5221	52.21%
CYP2D6 inhibition	-	0.9093	90.93%
CYP1A2 inhibition	-	0.7621	76.21%
CYP2C8 inhibition	+	0.4436	44.36%
CYP inhibitory promiscuity	-	0.7462	74.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5890	58.90%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9626	96.26%
Skin irritation	-	0.8017	80.17%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8728	87.28%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6027	60.27%
skin sensitisation	-	0.8303	83.03%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8964	89.64%
Acute Oral Toxicity (c)	III	0.5930	59.30%
Estrogen receptor binding	+	0.9057	90.57%
Androgen receptor binding	+	0.7017	70.17%
Thyroid receptor binding	+	0.7015	70.15%
Glucocorticoid receptor binding	+	0.8022	80.22%
Aromatase binding	+	0.6734	67.34%
PPAR gamma	+	0.6356	63.56%
Honey bee toxicity	-	0.7849	78.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9831	98.31%

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	97.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.33%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.26%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.16%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.87%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.41%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.91%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.79%	93.56%
CHEMBL240	Q12809	HERG	81.32%	89.76%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.31%	92.62%

Plants that contains it

• Vouacapoua americana
• Vouacapoua pallidior

Cross-Links

• PubChem: 22215828
• LOTUS: LTS0264215
• wikiData: Q104962989