[(1R,3R,4aS,5S,6S,6aS,10R,10aS,10bR)-1,6-diacetyloxy-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-10-yl] acetate

Details

• Internal ID: da20314f-4ec9-45e0-9a52-a88ab633a361
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3R,4aS,5S,6S,6aS,10R,10aS,10bR)-1,6-diacetyloxy-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-10-yl] acetate
• InChI: InChI=1S/C26H40O8/c1-10-24(7)13-17(31-14(2)27)20-25(8)18(32-15(3)28)11-12-23(5,6)21(25)19(33-16(4)29)22(30)26(20,9)34-24/h10,17-22,30H,1,11-13H2,2-9H3/t17-,18-,19+,20+,21+,22+,24+,25-,26+/m1/s1
• InChI Key: UBKBZESRQBHEDW-TZINBWFXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₈
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.27231823 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9493	94.93%
Caco-2	-	0.6085	60.85%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6282	62.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	+	0.9130	91.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4665	46.65%
P-glycoprotein inhibitior	+	0.7091	70.91%
P-glycoprotein substrate	-	0.8053	80.53%
CYP3A4 substrate	+	0.6791	67.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	+	0.6356	63.56%
CYP2C9 inhibition	-	0.9190	91.90%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.9486	94.86%
CYP1A2 inhibition	-	0.7970	79.70%
CYP2C8 inhibition	-	0.6107	61.07%
CYP inhibitory promiscuity	-	0.9760	97.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9284	92.84%
Skin irritation	-	0.5336	53.36%
Skin corrosion	-	0.8119	81.19%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4942	49.42%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7025	70.25%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.8167	81.67%
Acute Oral Toxicity (c)	III	0.7401	74.01%
Estrogen receptor binding	+	0.8560	85.60%
Androgen receptor binding	+	0.5542	55.42%
Thyroid receptor binding	+	0.6765	67.65%
Glucocorticoid receptor binding	+	0.7310	73.10%
Aromatase binding	+	0.7283	72.83%
PPAR gamma	+	0.6644	66.44%
Honey bee toxicity	-	0.7255	72.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9596	95.96%

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	97.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.40%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.22%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.04%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.48%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.31%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.36%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.46%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.60%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.58%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.66%	100.00%

Plants that contains it

• Ptychanthus striatus

Cross-Links

• PubChem: 162953534
• LOTUS: LTS0165945
• wikiData: Q105269429