(8R,21S)-16,26,27-trimethoxy-7,22-dimethyl-29,31-dioxa-7,22-diazaoctacyclo[19.9.3.14,30.110,14.115,19.03,8.025,33.028,32]hexatriaconta-1(30),2,4(34),10(36),11,13,15,17,19(35),25(33),26,28(32)-dodecaen-13-ol

Details

• Internal ID: ccd29647-9595-49d5-880f-fe5233ae92a3
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (8R,21S)-16,26,27-trimethoxy-7,22-dimethyl-29,31-dioxa-7,22-diazaoctacyclo[19.9.3.14,30.110,14.115,19.03,8.025,33.028,32]hexatriaconta-1(30),2,4(34),10(36),11,13,15,17,19(35),25(33),26,28(32)-dodecaen-13-ol
• InChI: InChI=1S/C37H38N2O6/c1-38-12-10-22-18-31-32-19-24(22)27(38)16-20-6-8-29(40)25(14-20)26-15-21(7-9-30(26)41-3)17-28-33-23(11-13-39(28)2)34(42-4)36(43-5)37(45-31)35(33)44-32/h6-9,14-15,18-19,27-28,40H,10-13,16-17H2,1-5H3/t27-,28+/m1/s1
• InChI Key: DRFKGEXJGBDLKF-IZLXSDGUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₈N₂O₆
• Molecular Weight: 606.70 g/mol
• Exact Mass: 606.27298694 g/mol
• Topological Polar Surface Area (TPSA): 72.90 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.84
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7901	79.01%
Caco-2	+	0.6459	64.59%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4599	45.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9930	99.30%
P-glycoprotein inhibitior	+	0.9391	93.91%
P-glycoprotein substrate	+	0.5984	59.84%
CYP3A4 substrate	+	0.6829	68.29%
CYP2C9 substrate	+	0.7890	78.90%
CYP2D6 substrate	+	0.7253	72.53%
CYP3A4 inhibition	-	0.8371	83.71%
CYP2C9 inhibition	-	0.9602	96.02%
CYP2C19 inhibition	-	0.9187	91.87%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.9250	92.50%
CYP2C8 inhibition	+	0.6513	65.13%
CYP inhibitory promiscuity	-	0.9678	96.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6353	63.53%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9459	94.59%
Skin irritation	-	0.7918	79.18%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8201	82.01%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8882	88.82%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8809	88.09%
Acute Oral Toxicity (c)	III	0.7132	71.32%
Estrogen receptor binding	+	0.7917	79.17%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	+	0.6616	66.16%
Glucocorticoid receptor binding	+	0.8580	85.80%
Aromatase binding	+	0.5723	57.23%
PPAR gamma	+	0.5858	58.58%
Honey bee toxicity	-	0.8028	80.28%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8096	80.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.97%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	96.08%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	96.08%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.88%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.37%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.46%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.92%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL5747	Q92793	CREB-binding protein	90.42%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.18%	82.38%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.08%	89.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.95%	95.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.71%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.64%	98.75%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.49%	95.53%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.37%	95.34%
CHEMBL4208	P20618	Proteasome component C5	86.31%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.25%	94.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.21%	90.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.20%	85.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.48%	80.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.16%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.14%	99.15%
CHEMBL4302	P08183	P-glycoprotein 1	84.57%	92.98%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.12%	91.03%
CHEMBL3474	P14555	Phospholipase A2 group IIA	83.82%	94.05%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.73%	93.65%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.78%	97.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.06%	90.71%
CHEMBL3438	Q05513	Protein kinase C zeta	81.86%	88.48%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.61%	82.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.54%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.42%	100.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.19%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.02%	89.50%

Plants that contains it

• Tiliacora acuminata

Cross-Links

• PubChem: 101602354
• LOTUS: LTS0154805
• wikiData: Q104396305