(2S,11S)-17,17-dimethyl-8-(3-methylbut-2-enyl)-4,12,18-trioxapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-1(13),5(10),6,8,14(19),15,20-heptaen-7-ol

Details

• Internal ID: eaa0eb9a-5a3b-4b10-84f6-035a7c2de8d4
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (2S,11S)-17,17-dimethyl-8-(3-methylbut-2-enyl)-4,12,18-trioxapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-1(13),5(10),6,8,14(19),15,20-heptaen-7-ol
• SMILES (Canonical): CC(=CCC1=CC2=C(C=C1O)OCC3C2OC4=C3C=CC5=C4C=CC(O5)(C)C)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C=C1O)OC[C@H]3[C@@H]2OC4=C3C=CC5=C4C=CC(O5)(C)C)C
• InChI: InChI=1S/C25H26O4/c1-14(2)5-6-15-11-18-22(12-20(15)26)27-13-19-16-7-8-21-17(23(16)28-24(18)19)9-10-25(3,4)29-21/h5,7-12,19,24,26H,6,13H2,1-4H3/t19-,24-/m1/s1
• InChI Key: XERSCIKBWOLVNC-NTKDMRAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₄
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.18310931 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.69
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6586	65.86%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7799	77.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9604	96.04%
P-glycoprotein inhibitior	+	0.8365	83.65%
P-glycoprotein substrate	+	0.5206	52.06%
CYP3A4 substrate	+	0.6231	62.31%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	+	0.3827	38.27%
CYP3A4 inhibition	-	0.6508	65.08%
CYP2C9 inhibition	+	0.8003	80.03%
CYP2C19 inhibition	+	0.8634	86.34%
CYP2D6 inhibition	-	0.8106	81.06%
CYP1A2 inhibition	+	0.8512	85.12%
CYP2C8 inhibition	+	0.5506	55.06%
CYP inhibitory promiscuity	+	0.8346	83.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6593	65.93%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8156	81.56%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3914	39.14%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6627	66.27%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5752	57.52%
Acute Oral Toxicity (c)	III	0.5610	56.10%
Estrogen receptor binding	+	0.9382	93.82%
Androgen receptor binding	+	0.6651	66.51%
Thyroid receptor binding	+	0.7490	74.90%
Glucocorticoid receptor binding	+	0.8709	87.09%
Aromatase binding	+	0.5722	57.22%
PPAR gamma	+	0.8579	85.79%
Honey bee toxicity	-	0.7963	79.63%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	99.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.89%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.92%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.42%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	91.78%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.36%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	89.97%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.64%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	89.11%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.03%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.55%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.37%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.00%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.35%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.21%	94.80%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.28%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.11%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.97%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.49%	99.15%
CHEMBL4208	P20618	Proteasome component C5	82.76%	90.00%

Plants that contains it

• Erythrina poeppigiana
• Erythrina variegata
• Erythrina zeyheri
• Lespedeza floribunda

Cross-Links

• PubChem: 161690659
• LOTUS: LTS0014740
• wikiData: Q105326567