(2S,10S,11S,15R)-2,7,11,24-tetrahydroxy-10-[(E)-3-hydroxy-3-methylbut-1-enyl]-13-methyl-19-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexacyclo[14.8.0.02,11.03,8.010,15.018,23]tetracosa-1(16),3(8),4,6,13,17,19,21,23-nonaen-9-one

Details

• Internal ID: c9fd2193-776a-4713-873e-f4987cab006a
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2S,10S,11S,15R)-2,7,11,24-tetrahydroxy-10-[(E)-3-hydroxy-3-methylbut-1-enyl]-13-methyl-19-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexacyclo[14.8.0.02,11.03,8.010,15.018,23]tetracosa-1(16),3(8),4,6,13,17,19,21,23-nonaen-9-one
• SMILES (Canonical): CC1=CC2C3=C(C(=C4C=CC=C(C4=C3)OC5C(C(C(C(O5)CO)O)O)O)O)C6(C7=C(C(=CC=C7)O)C(=O)C2(C6(C1)O)C=CC(C)(C)O)O
• SMILES (Isomeric): CC1=C[C@@H]2C3=C(C(=C4C=CC=C(C4=C3)O[C@@H]5[C@@H]([C@@H]([C@@H]([C@@H](O5)CO)O)O)O)O)[C@]6(C7=C(C(=CC=C7)O)C(=O)[C@@]2([C@]6(C1)O)/C=C/C(C)(C)O)O
• InChI: InChI=1S/C36H38O12/c1-16-12-21-19-13-18-17(6-4-9-23(18)47-32-30(42)29(41)28(40)24(15-37)48-32)27(39)26(19)36(46)20-7-5-8-22(38)25(20)31(43)34(21,35(36,45)14-16)11-10-33(2,3)44/h4-13,21,24,28-30,32,37-42,44-46H,14-15H2,1-3H3/b11-10+/t21-,24+,28-,29-,30-,32+,34-,35+,36+/m1/s1
• InChI Key: IHWURVMXCLJZBT-OGKMWHNXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₈O₁₂
• Molecular Weight: 662.70 g/mol
• Exact Mass: 662.23632664 g/mol
• Topological Polar Surface Area (TPSA): 218.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8761	87.61%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6515	65.15%
OATP2B1 inhibitior	+	0.5706	57.06%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9487	94.87%
P-glycoprotein inhibitior	+	0.6978	69.78%
P-glycoprotein substrate	+	0.6032	60.32%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.8549	85.49%
CYP2C9 inhibition	-	0.7076	70.76%
CYP2C19 inhibition	-	0.5960	59.60%
CYP2D6 inhibition	-	0.7896	78.96%
CYP1A2 inhibition	+	0.6513	65.13%
CYP2C8 inhibition	+	0.7397	73.97%
CYP inhibitory promiscuity	-	0.7025	70.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6638	66.38%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.7869	78.69%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8155	81.55%
Micronuclear	-	0.5826	58.26%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8014	80.14%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6156	61.56%
Acute Oral Toxicity (c)	III	0.6044	60.44%
Estrogen receptor binding	+	0.8336	83.36%
Androgen receptor binding	+	0.7168	71.68%
Thyroid receptor binding	+	0.6007	60.07%
Glucocorticoid receptor binding	+	0.6659	66.59%
Aromatase binding	+	0.6351	63.51%
PPAR gamma	+	0.7231	72.31%
Honey bee toxicity	-	0.7217	72.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9758	97.58%

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	99.79%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	98.89%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.73%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.73%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.00%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	93.98%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	93.73%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.73%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.56%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.24%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.65%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	88.40%	93.18%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.33%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.31%	97.09%
CHEMBL4208	P20618	Proteasome component C5	85.81%	90.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.77%	97.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.78%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.73%	96.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.67%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.62%	97.25%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.39%	89.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.06%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.55%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.50%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.72%	80.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.56%	97.36%

Plants that contains it

• Firmiana simplex

Cross-Links

• PubChem: 163026703
• LOTUS: LTS0089199
• wikiData: Q105113286