[(2S)-2-[(3S,4aR,6aR,10aS,10bS)-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]-2-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyethyl] acetate

Details

• Internal ID: 5b57d4f6-3f7c-461f-8f62-6fe327b65efd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S)-2-[(3S,4aR,6aR,10aS,10bS)-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]-2-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyethyl] acetate
• InChI: InChI=1S/C27H46O8/c1-16(28)32-15-20(34-23-22(31)21(30)17(29)14-33-23)27(6)13-9-19-25(4)11-7-10-24(2,3)18(25)8-12-26(19,5)35-27/h17-23,29-31H,7-15H2,1-6H3/t17-,18+,19-,20-,21-,22+,23-,25-,26+,27-/m0/s1
• InChI Key: GGSPDNHJIMTLKQ-IFXJCNIFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₈
• Molecular Weight: 498.60 g/mol
• Exact Mass: 498.31926842 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5836	58.36%
Caco-2	-	0.7757	77.57%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8075	80.75%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.8663	86.63%
OATP1B3 inhibitior	+	0.8201	82.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6723	67.23%
P-glycoprotein inhibitior	-	0.4620	46.20%
P-glycoprotein substrate	-	0.7208	72.08%
CYP3A4 substrate	+	0.6851	68.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.9069	90.69%
CYP2C19 inhibition	-	0.8993	89.93%
CYP2D6 inhibition	-	0.9650	96.50%
CYP1A2 inhibition	-	0.9061	90.61%
CYP2C8 inhibition	-	0.5762	57.62%
CYP inhibitory promiscuity	-	0.9851	98.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6889	68.89%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9338	93.38%
Skin irritation	-	0.7204	72.04%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5451	54.51%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8351	83.51%
skin sensitisation	-	0.9197	91.97%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6195	61.95%
Acute Oral Toxicity (c)	III	0.5248	52.48%
Estrogen receptor binding	+	0.5982	59.82%
Androgen receptor binding	+	0.5657	56.57%
Thyroid receptor binding	-	0.5308	53.08%
Glucocorticoid receptor binding	+	0.7130	71.30%
Aromatase binding	+	0.7470	74.70%
PPAR gamma	+	0.6102	61.02%
Honey bee toxicity	-	0.7652	76.52%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7755	77.55%
Fish aquatic toxicity	+	0.8925	89.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.85%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.46%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.83%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.62%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.29%	82.69%
CHEMBL237	P41145	Kappa opioid receptor	85.93%	98.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.61%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.27%	100.00%
CHEMBL5028	O14672	ADAM10	83.81%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.48%	96.61%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	83.48%	96.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.08%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.42%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	81.53%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.37%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	81.23%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.44%	95.50%

Plants that contains it

• Grindelia integrifolia

Cross-Links

• PubChem: 163041771
• LOTUS: LTS0089629
• wikiData: Q105008305