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

Details

• Internal ID: cc7eda2d-2aaa-4b9d-b7bb-9b868270bf1d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3R,4aS,5S,6S,6aS,10R,10aS,10bS)-6-acetyloxy-3-ethenyl-5,10-dihydroxy-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-1-yl] acetate
• InChI: InChI=1S/C24H38O7/c1-9-22(6)12-15(29-13(2)25)18-23(7)16(27)10-11-21(4,5)19(23)17(30-14(3)26)20(28)24(18,8)31-22/h9,15-20,27-28H,1,10-12H2,2-8H3/t15-,16-,17+,18-,19+,20+,22+,23-,24+/m1/s1
• InChI Key: XBSSPOFCZFWANI-MKJKKJNJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₇
• Molecular Weight: 438.60 g/mol
• Exact Mass: 438.26175355 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9585	95.85%
Caco-2	-	0.7025	70.25%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6762	67.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6907	69.07%
P-glycoprotein inhibitior	-	0.5059	50.59%
P-glycoprotein substrate	-	0.7924	79.24%
CYP3A4 substrate	+	0.6798	67.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	+	0.6657	66.57%
CYP2C9 inhibition	-	0.9295	92.95%
CYP2C19 inhibition	-	0.9219	92.19%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.8721	87.21%
CYP2C8 inhibition	-	0.6602	66.02%
CYP inhibitory promiscuity	-	0.9803	98.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6384	63.84%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9358	93.58%
Skin irritation	-	0.5590	55.90%
Skin corrosion	-	0.8366	83.66%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4944	49.44%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7498	74.98%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7327	73.27%
Acute Oral Toxicity (c)	III	0.7178	71.78%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.5403	54.03%
Thyroid receptor binding	+	0.6304	63.04%
Glucocorticoid receptor binding	+	0.7538	75.38%
Aromatase binding	+	0.7499	74.99%
PPAR gamma	+	0.5550	55.50%
Honey bee toxicity	-	0.7467	74.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9524	95.24%

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	95.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.09%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.99%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.93%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.38%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.37%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.12%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.54%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.17%	97.28%

Plants that contains it

• Ptychanthus striatus

Cross-Links

• PubChem: 163083678
• LOTUS: LTS0124642
• wikiData: Q105324659