Flabelliferin B

Details

• Internal ID: dc2925ec-6b33-4a45-8b47-0f7abd149a97
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters
• IUPAC Name: [(4aS,4bR,6S,6aR,9S,10aS,10bR,12aS)-8-acetyl-9-hydroxy-1,1,4a,6a,10b-pentamethyl-2,3,4,4b,5,6,9,10,10a,11,12,12a-dodecahydrochrysen-6-yl] acetate
• SMILES (Canonical): CC(=O)C1=CC2(C(CC1O)C3(CCC4C(CCCC4(C3CC2OC(=O)C)C)(C)C)C)C
• SMILES (Isomeric): CC(=O)C1=C[C@@]2([C@@H](C[C@@H]1O)[C@@]3(CC[C@@H]4[C@@]([C@H]3C[C@@H]2OC(=O)C)(CCCC4(C)C)C)C)C
• InChI: InChI=1S/C27H42O4/c1-16(28)18-15-27(7)21(13-19(18)30)26(6)12-9-20-24(3,4)10-8-11-25(20,5)22(26)14-23(27)31-17(2)29/h15,19-23,30H,8-14H2,1-7H3/t19-,20-,21-,22+,23-,25-,26-,27+/m0/s1
• InChI Key: JBPWKIMADBDSID-QGERINELSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₄
• Molecular Weight: 430.60 g/mol
• Exact Mass: 430.30830982 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.47
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL2087231

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.5279	52.79%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8202	82.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8482	84.82%
OATP1B3 inhibitior	+	0.8762	87.62%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8717	87.17%
P-glycoprotein inhibitior	-	0.4726	47.26%
P-glycoprotein substrate	-	0.8291	82.91%
CYP3A4 substrate	+	0.6808	68.08%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.7042	70.42%
CYP2C9 inhibition	-	0.8441	84.41%
CYP2C19 inhibition	-	0.8970	89.70%
CYP2D6 inhibition	-	0.9609	96.09%
CYP1A2 inhibition	-	0.8460	84.60%
CYP2C8 inhibition	-	0.5624	56.24%
CYP inhibitory promiscuity	-	0.9672	96.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.6250	62.50%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.8854	88.54%
Skin irritation	+	0.6354	63.54%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7179	71.79%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.5881	58.81%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4739	47.39%
Acute Oral Toxicity (c)	I	0.6843	68.43%
Estrogen receptor binding	+	0.8806	88.06%
Androgen receptor binding	+	0.5812	58.12%
Thyroid receptor binding	+	0.6595	65.95%
Glucocorticoid receptor binding	+	0.7896	78.96%
Aromatase binding	+	0.6871	68.71%
PPAR gamma	+	0.8014	80.14%
Honey bee toxicity	-	0.7452	74.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9962	99.62%

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	96.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.49%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.86%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.45%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.24%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.72%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.68%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.16%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.11%	95.89%
CHEMBL5028	O14672	ADAM10	80.68%	97.50%
CHEMBL2581	P07339	Cathepsin D	80.55%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 66554038
• LOTUS: LTS0255214
• wikiData: Q105124489