(2S,10S)-6-methoxy-19,19-dimethyl-3,12,20-trioxapentacyclo[11.8.0.02,10.04,9.016,21]henicosa-1(13),4(9),5,7,14,16(21),17-heptaen-15-ol

Details

• Internal ID: b9017fae-3218-4a33-9ad7-76f0c3ad7c58
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (2S,10S)-6-methoxy-19,19-dimethyl-3,12,20-trioxapentacyclo[11.8.0.02,10.04,9.016,21]henicosa-1(13),4(9),5,7,14,16(21),17-heptaen-15-ol
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=C(C=C2O)OCC4C3OC5=C4C=CC(=C5)OC)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=C(C=C2O)OC[C@H]4[C@@H]3OC5=C4C=CC(=C5)OC)C
• InChI: InChI=1S/C21H20O5/c1-21(2)7-6-13-15(22)9-17-18(20(13)26-21)19-14(10-24-17)12-5-4-11(23-3)8-16(12)25-19/h4-9,14,19,22H,10H2,1-3H3/t14-,19+/m1/s1
• InChI Key: CNRXSDYISSGRIY-KUHUBIRLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₅
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.13107373 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.8572	85.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7861	78.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9149	91.49%
P-glycoprotein inhibitior	+	0.7037	70.37%
P-glycoprotein substrate	+	0.5091	50.91%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	+	0.8080	80.80%
CYP2D6 substrate	-	0.6781	67.81%
CYP3A4 inhibition	+	0.6328	63.28%
CYP2C9 inhibition	+	0.6021	60.21%
CYP2C19 inhibition	+	0.8458	84.58%
CYP2D6 inhibition	+	0.5710	57.10%
CYP1A2 inhibition	+	0.8206	82.06%
CYP2C8 inhibition	+	0.6527	65.27%
CYP inhibitory promiscuity	+	0.7779	77.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4520	45.20%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.5214	52.14%
Skin irritation	-	0.8209	82.09%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5236	52.36%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.7341	73.41%
skin sensitisation	-	0.7415	74.15%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7350	73.50%
Acute Oral Toxicity (c)	III	0.4519	45.19%
Estrogen receptor binding	+	0.9413	94.13%
Androgen receptor binding	+	0.7468	74.68%
Thyroid receptor binding	+	0.7617	76.17%
Glucocorticoid receptor binding	+	0.7930	79.30%
Aromatase binding	+	0.5945	59.45%
PPAR gamma	+	0.6997	69.97%
Honey bee toxicity	-	0.8067	80.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9215	92.15%

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	99.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.04%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.07%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.60%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.99%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.73%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.66%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	88.34%	91.49%
CHEMBL4208	P20618	Proteasome component C5	88.26%	90.00%
CHEMBL2581	P07339	Cathepsin D	86.25%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.81%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.13%	97.14%
CHEMBL1907	P15144	Aminopeptidase N	83.93%	93.31%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.49%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.41%	86.33%
CHEMBL2535	P11166	Glucose transporter	82.66%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.48%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	82.29%	95.55%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.86%	91.07%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.32%	93.40%

Plants that contains it

• Bolusanthus speciosus

Cross-Links

• PubChem: 9975279
• LOTUS: LTS0041114
• wikiData: Q104966303