Kushecarpin A

Details

• Internal ID: 8e1f03a0-3121-4e72-bf02-3880a740483c
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (6S,6aS,11aR,11bS)-11b-hydroxy-6,9-dimethoxy-2,6,6a,11a-tetrahydro-1H-[1]benzofuro[3,2-c]chromen-3-one
• SMILES (Canonical): COC1C2C(C3(CCC(=O)C=C3O1)O)OC4=C2C=CC(=C4)OC
• SMILES (Isomeric): CO[C@@H]1[C@@H]2[C@H]([C@]3(CCC(=O)C=C3O1)O)OC4=C2C=CC(=C4)OC
• InChI: InChI=1S/C17H18O6/c1-20-10-3-4-11-12(8-10)22-15-14(11)16(21-2)23-13-7-9(18)5-6-17(13,15)19/h3-4,7-8,14-16,19H,5-6H2,1-2H3/t14-,15+,16-,17+/m0/s1
• InChI Key: JZXNRGRYFYPZDM-VVLHAWIVSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (6S,6aS,11aR,11bS)-11b-hydroxy-6,9-dimethoxy-2,6,6a,11a-tetrahydro-1H-[1]benzofuro[3,2-c]chromen-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5562	55.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8296	82.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.8814	88.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6620	66.20%
P-glycoprotein inhibitior	-	0.6034	60.34%
P-glycoprotein substrate	-	0.7410	74.10%
CYP3A4 substrate	+	0.6391	63.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8286	82.86%
CYP3A4 inhibition	-	0.6652	66.52%
CYP2C9 inhibition	-	0.8516	85.16%
CYP2C19 inhibition	-	0.6804	68.04%
CYP2D6 inhibition	-	0.6809	68.09%
CYP1A2 inhibition	-	0.6966	69.66%
CYP2C8 inhibition	-	0.7003	70.03%
CYP inhibitory promiscuity	-	0.7348	73.48%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5795	57.95%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9330	93.30%
Skin irritation	-	0.7191	71.91%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6320	63.20%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.5744	57.44%
skin sensitisation	-	0.7224	72.24%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6967	69.67%
Acute Oral Toxicity (c)	II	0.3691	36.91%
Estrogen receptor binding	+	0.8419	84.19%
Androgen receptor binding	+	0.6481	64.81%
Thyroid receptor binding	-	0.5517	55.17%
Glucocorticoid receptor binding	+	0.7648	76.48%
Aromatase binding	+	0.5850	58.50%
PPAR gamma	+	0.7053	70.53%
Honey bee toxicity	-	0.8600	86.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7281	72.81%

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	97.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.19%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.01%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.81%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.07%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.65%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.07%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.78%	97.09%
CHEMBL240	Q12809	HERG	89.54%	89.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.23%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.22%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.15%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.87%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.08%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.18%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.81%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.74%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.30%	91.07%

Plants that contains it

• Asimina parviflora
• Atraphaxis spinosa
• Baccharis neglecta
• Centaurea cuneifolia subsp. cuneifolia
• Chondrodendron tomentosum
• Clerodendrum bungei
• Diospyros ebenum
• Embelia parviflora
• Embelia schimperi
• Ephedra sinica
• Epilobium hirsutum
• Erysimum leptophyllum
• Erythrina melanacantha
• Esenbeckia leiocarpa
• Euphorbia jolkinii
• Faramea multiflora
• Gymnocalycium schickendantzii
• Haplophyllum obtusifolium
• Helichrysum tenuifolium
• Hypericum styphelioides
• Linnaea chinensis
• Lythrum salicaria
• Monsonia senegalensis
• Myrica rubra
• Onopordum acanthium
• Pancratium sickenbergeri
• Pinalia anomala
• Piper regnellii
• Plathymenia reticulata
• Pteridium esculentum
• Simarouba glauca
• Sophora flavescens
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 10495761
• NPASS: NPC230271
• LOTUS: LTS0125745
• wikiData: Q105137705