[(1S,4aR,6S,6aR,11aS,11bS)-6-acetyloxy-4a-hydroxy-4,4,11b-trimethyl-7-methylidene-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-1-yl] acetate

Details

• Internal ID: 0cd06bf3-7834-4754-822a-27a350d394cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1S,4aR,6S,6aR,11aS,11bS)-6-acetyloxy-4a-hydroxy-4,4,11b-trimethyl-7-methylidene-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-1-yl] acetate
• InChI: InChI=1S/C24H32O6/c1-13-16-8-10-28-18(16)11-17-21(13)19(29-14(2)25)12-24(27)22(4,5)9-7-20(23(17,24)6)30-15(3)26/h8,10,17,19-21,27H,1,7,9,11-12H2,2-6H3/t17-,19-,20-,21-,23-,24+/m0/s1
• InChI Key: VBDNBIGLCTYMIY-GXUCJCDRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₆
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.21988874 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.6153	61.53%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8024	80.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	-	0.5683	56.83%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7103	71.03%
BSEP inhibitior	-	0.6305	63.05%
P-glycoprotein inhibitior	+	0.6516	65.16%
P-glycoprotein substrate	-	0.6227	62.27%
CYP3A4 substrate	+	0.6991	69.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	+	0.6027	60.27%
CYP2C9 inhibition	-	0.5073	50.73%
CYP2C19 inhibition	-	0.5253	52.53%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	+	0.6797	67.97%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8154	81.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6016	60.16%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.5623	56.23%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3979	39.79%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5285	52.85%
skin sensitisation	-	0.7797	77.97%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6132	61.32%
Acute Oral Toxicity (c)	I	0.4564	45.64%
Estrogen receptor binding	+	0.7941	79.41%
Androgen receptor binding	+	0.6894	68.94%
Thyroid receptor binding	+	0.5688	56.88%
Glucocorticoid receptor binding	+	0.7114	71.14%
Aromatase binding	+	0.7326	73.26%
PPAR gamma	+	0.6886	68.86%
Honey bee toxicity	-	0.7432	74.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5395	53.95%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.85%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.98%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.67%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.35%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.28%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.84%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.68%	92.94%
CHEMBL2581	P07339	Cathepsin D	84.04%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.83%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.80%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.80%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11154268
• NPASS: NPC56909
• LOTUS: LTS0084171
• wikiData: Q105283176