(1S,12S)-16-[[(6aS,11aS)-6a-hydroxy-9-methoxy-6,11a-dihydro-[1]benzofuro[3,2-c]chromen-3-yl]oxy]-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-1-ol

Details

• Internal ID: 298247f6-a112-49e4-8700-7be298b7eb60
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (1S,12S)-16-[[(6aS,11aS)-6a-hydroxy-9-methoxy-6,11a-dihydro-[1]benzofuro[3,2-c]chromen-3-yl]oxy]-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-1-ol
• SMILES (Canonical): COC1=CC2=C(C=C1)C3(COC4=C(C3O2)C=CC(=C4)OC5=CC6=C(C=C5)C7C(CO6)(C8=CC9=C(C=C8O7)OCO9)O)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)[C@@]3(COC4=C([C@@H]3O2)C=CC(=C4)OC5=CC6=C(C=C5)[C@H]7[C@@](CO6)(C8=CC9=C(C=C8O7)OCO9)O)O
• InChI: InChI=1S/C32H24O10/c1-35-16-4-7-21-25(8-16)41-29-19-5-2-17(9-23(19)36-13-31(21,29)33)40-18-3-6-20-24(10-18)37-14-32(34)22-11-27-28(39-15-38-27)12-26(22)42-30(20)32/h2-12,29-30,33-34H,13-15H2,1H3/t29-,30-,31+,32+/m0/s1
• InChI Key: UDELMOQKCQPGDI-GASGPIRDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₄O₁₀
• Molecular Weight: 568.50 g/mol
• Exact Mass: 568.13694696 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 10
• 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	+	0.9543	95.43%
Caco-2	-	0.7778	77.78%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6584	65.84%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9047	90.47%
P-glycoprotein inhibitior	+	0.8531	85.31%
P-glycoprotein substrate	-	0.6989	69.89%
CYP3A4 substrate	+	0.6044	60.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6929	69.29%
CYP3A4 inhibition	-	0.5805	58.05%
CYP2C9 inhibition	-	0.7009	70.09%
CYP2C19 inhibition	+	0.5665	56.65%
CYP2D6 inhibition	+	0.5552	55.52%
CYP1A2 inhibition	-	0.6998	69.98%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5336	53.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Warning	0.4113	41.13%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8659	86.59%
Skin irritation	-	0.8068	80.68%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7985	79.85%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7670	76.70%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5858	58.58%
Acute Oral Toxicity (c)	III	0.7495	74.95%
Estrogen receptor binding	+	0.7754	77.54%
Androgen receptor binding	+	0.7829	78.29%
Thyroid receptor binding	+	0.6696	66.96%
Glucocorticoid receptor binding	+	0.7097	70.97%
Aromatase binding	+	0.6250	62.50%
PPAR gamma	+	0.7122	71.22%
Honey bee toxicity	-	0.8498	84.98%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	-	0.5197	51.97%

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	98.27%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.33%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.89%	96.77%
CHEMBL2039	P27338	Monoamine oxidase B	95.20%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.86%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.96%	92.62%
CHEMBL240	Q12809	HERG	91.53%	89.76%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.32%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.27%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.93%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.91%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.74%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.90%	96.09%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.76%	80.96%
CHEMBL226	P30542	Adenosine A1 receptor	83.61%	95.93%
CHEMBL4208	P20618	Proteasome component C5	82.82%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.53%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.20%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.27%	97.36%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.80%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.11%	90.24%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 49871045
• NPASS: NPC182095