15-(4-Hydroxy-3-methylbut-2-enyl)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

Details

• Internal ID: d4d67286-df2c-4657-ace4-01d5c450893c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 15-(4-hydroxy-3-methylbut-2-enyl)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol
• InChI: InChI=1S/C21H20O6/c1-11(8-22)2-3-12-4-14-17(6-16(12)23)24-9-15-13-5-19-20(26-10-25-19)7-18(13)27-21(14)15/h2,4-7,15,21-23H,3,8-10H2,1H3
• InChI Key: IBBYPUFMXQIMFO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₆
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.12598835 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 6
• 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	+	0.9530	95.30%
Caco-2	-	0.6140	61.40%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6489	64.89%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.8697	86.97%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8229	82.29%
P-glycoprotein inhibitior	-	0.4892	48.92%
P-glycoprotein substrate	-	0.7344	73.44%
CYP3A4 substrate	+	0.5257	52.57%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.6707	67.07%
CYP3A4 inhibition	+	0.6217	62.17%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5786	57.86%
CYP2D6 inhibition	-	0.6129	61.29%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.5862	58.62%
CYP inhibitory promiscuity	+	0.8040	80.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5093	50.93%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8461	84.61%
Skin irritation	-	0.7248	72.48%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7922	79.22%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6859	68.59%
Acute Oral Toxicity (c)	III	0.5071	50.71%
Estrogen receptor binding	+	0.8613	86.13%
Androgen receptor binding	+	0.6236	62.36%
Thyroid receptor binding	+	0.6321	63.21%
Glucocorticoid receptor binding	+	0.7836	78.36%
Aromatase binding	+	0.5795	57.95%
PPAR gamma	+	0.6928	69.28%
Honey bee toxicity	-	0.8788	87.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	99.21%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	97.23%	92.51%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.30%	94.80%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.19%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.79%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.65%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.51%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.36%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.49%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.47%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.71%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.67%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.91%	99.17%

Plants that contains it

• Harpalyce brasiliana

Cross-Links

• PubChem: 162864595
• LOTUS: LTS0087641
• wikiData: Q105036421