[(3S,4aR,6S,6aS,10aS,10bR)-3-[(1S,2Z)-1-acetyloxy-2-(3-methyl-5-oxofuran-2-ylidene)ethyl]-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-6-yl] acetate

Details

• Internal ID: 5a54a4de-cfc7-4ccb-a09f-87185f29d371
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4aR,6S,6aS,10aS,10bR)-3-[(1S,2Z)-1-acetyloxy-2-(3-methyl-5-oxofuran-2-ylidene)ethyl]-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-6-yl] acetate
• SMILES (Canonical): CC1=CC(=O)OC1=CC(C2(CCC3C4(CCCC(C4C(CC3(O2)C)OC(=O)C)(C)C)C)C)OC(=O)C
• SMILES (Isomeric): CC\1=CC(=O)O/C1=C\[C@@H]([C@@]2(CC[C@@H]3[C@]4(CCCC([C@@H]4[C@H](C[C@]3(O2)C)OC(=O)C)(C)C)C)C)OC(=O)C
• InChI: InChI=1S/C29H42O7/c1-17-14-24(32)35-20(17)15-23(34-19(3)31)28(7)13-10-22-27(6)12-9-11-26(4,5)25(27)21(33-18(2)30)16-29(22,8)36-28/h14-15,21-23,25H,9-13,16H2,1-8H3/b20-15-/t21-,22+,23-,25-,27+,28-,29+/m0/s1
• InChI Key: CHXCFEHQTZXROO-RSRONXCXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₇
• Molecular Weight: 502.60 g/mol
• Exact Mass: 502.29305367 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.6184	61.84%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8145	81.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8437	84.37%
OATP1B3 inhibitior	-	0.3487	34.87%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9900	99.00%
P-glycoprotein inhibitior	+	0.8330	83.30%
P-glycoprotein substrate	-	0.6552	65.52%
CYP3A4 substrate	+	0.7047	70.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9037	90.37%
CYP3A4 inhibition	-	0.6659	66.59%
CYP2C9 inhibition	-	0.8952	89.52%
CYP2C19 inhibition	-	0.8620	86.20%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.7390	73.90%
CYP2C8 inhibition	+	0.4517	45.17%
CYP inhibitory promiscuity	-	0.8711	87.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5288	52.88%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.5309	53.09%
Skin corrosion	-	0.8640	86.40%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6617	66.17%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.7765	77.65%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5586	55.86%
Acute Oral Toxicity (c)	III	0.3807	38.07%
Estrogen receptor binding	+	0.8609	86.09%
Androgen receptor binding	+	0.6553	65.53%
Thyroid receptor binding	+	0.6501	65.01%
Glucocorticoid receptor binding	+	0.8144	81.44%
Aromatase binding	+	0.7739	77.39%
PPAR gamma	+	0.7708	77.08%
Honey bee toxicity	-	0.7211	72.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	98.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.92%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.78%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.88%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.10%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.32%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.96%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	88.73%	94.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.99%	94.80%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.85%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.06%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.91%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.05%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.97%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.83%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.82%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.13%	96.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.85%	97.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.81%	82.69%

Plants that contains it

• Salvia yosgadensis

Cross-Links

• PubChem: 163190848
• LOTUS: LTS0218345
• wikiData: Q104959438