[(2S,3S,4R,5R,6S)-6-[(3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: c7d175c0-12ba-45c7-95ae-06925474dcd0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2S,3S,4R,5R,6S)-6-[(3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate
• InChI: InChI=1S/C28H46O6/c1-9-27(7,34-25-23(31)22(30)24(18(3)32-25)33-19(4)29)16-13-20-17(2)11-12-21-26(5,6)14-10-15-28(20,21)8/h9,18,20-25,30-31H,1-2,10-16H2,3-8H3/t18-,20-,21-,22+,23+,24+,25-,27-,28+/m0/s1
• InChI Key: ZTNQJRLNKSLKMO-QQYBNUSVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₆
• Molecular Weight: 478.70 g/mol
• Exact Mass: 478.32943918 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.93
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9370	93.70%
Caco-2	-	0.7355	73.55%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6427	64.27%
OATP2B1 inhibitior	-	0.7110	71.10%
OATP1B1 inhibitior	+	0.8255	82.55%
OATP1B3 inhibitior	-	0.2624	26.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4831	48.31%
P-glycoprotein inhibitior	+	0.5961	59.61%
P-glycoprotein substrate	-	0.6766	67.66%
CYP3A4 substrate	+	0.7008	70.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.7234	72.34%
CYP2C9 inhibition	-	0.8606	86.06%
CYP2C19 inhibition	-	0.7781	77.81%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.6710	67.10%
CYP2C8 inhibition	+	0.6397	63.97%
CYP inhibitory promiscuity	-	0.9285	92.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7089	70.89%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9370	93.70%
Skin irritation	-	0.5257	52.57%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6653	66.53%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6173	61.73%
skin sensitisation	-	0.7222	72.22%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6309	63.09%
Acute Oral Toxicity (c)	III	0.5617	56.17%
Estrogen receptor binding	+	0.5792	57.92%
Androgen receptor binding	+	0.6152	61.52%
Thyroid receptor binding	+	0.5380	53.80%
Glucocorticoid receptor binding	+	0.6289	62.89%
Aromatase binding	+	0.6975	69.75%
PPAR gamma	+	0.5214	52.14%
Honey bee toxicity	-	0.7372	73.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	98.74%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.34%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.80%	98.95%
CHEMBL1977	P11473	Vitamin D receptor	91.00%	99.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.41%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.83%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.35%	97.09%
CHEMBL5028	O14672	ADAM10	84.83%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.39%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.01%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.74%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.63%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.23%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	83.21%	98.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.16%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.53%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.06%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.74%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.57%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.25%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.17%	89.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.06%	82.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.54%	92.50%

Plants that contains it

• Aster spathulifolius

Cross-Links

• PubChem: 44575995
• LOTUS: LTS0060374
• wikiData: Q105383043