Segetalin F

Details

• Internal ID: b1a2aede-dadc-4a97-a7cf-f9b44677d827
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,15S,18S,21S,24S,27S)-3-(4-aminobutyl)-24-benzyl-6,9,15,21-tetrakis(hydroxymethyl)-12-[(4-hydroxyphenyl)methyl]-18-methyl-1,4,7,10,13,16,19,22,25-nonazabicyclo[25.3.0]triacontane-2,5,8,11,14,17,20,23,26-nonone
• SMILES (Canonical): CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)CO)CC3=CC=CC=C3)CCCCN)CO)CO)CC4=CC=C(C=C4)O)CO
• SMILES (Isomeric): C[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CO)CC3=CC=CC=C3)CCCCN)CO)CO)CC4=CC=C(C=C4)O)CO
• InChI: InChI=1S/C44H62N10O14/c1-24-36(60)50-32(21-56)41(65)48-29(19-26-12-14-27(59)15-13-26)37(61)52-34(23-58)42(66)53-33(22-57)40(64)47-28(10-5-6-16-45)44(68)54-17-7-11-35(54)43(67)49-30(18-25-8-3-2-4-9-25)38(62)51-31(20-55)39(63)46-24/h2-4,8-9,12-15,24,28-35,55-59H,5-7,10-11,16-23,45H2,1H3,(H,46,63)(H,47,64)(H,48,65)(H,49,67)(H,50,60)(H,51,62)(H,52,61)(H,53,66)/t24-,28-,29-,30-,31-,32-,33-,34-,35-/m0/s1
• InChI Key: QYSGNPGQHBJPMD-FDOKFPFMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₂N₁₀O₁₄
• Molecular Weight: 955.00 g/mol
• Exact Mass: 954.44469669 g/mol
• Topological Polar Surface Area (TPSA): 380.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -5.82
• H-Bond Acceptor: 15
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

• RefChem:182240
• (3S,6S,9S,12S,15S,18S,21S,24S,27S)-3-(4-aminobutyl)-24-benzyl-6,9,15,21-tetrakis(hydroxymethyl)-12-((4-hydroxyphenyl)methyl)-18-methyl-1,4,7,10,13,16,19,22,25-nonazabicyclo(25.3.0)triacontane-2,5,8,11,14,17,20,23,26-nonone
• CHEMBL377019

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8338	83.38%
Caco-2	-	0.8729	87.29%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5878	58.78%
OATP2B1 inhibitior	-	0.5770	57.70%
OATP1B1 inhibitior	+	0.8512	85.12%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8919	89.19%
P-glycoprotein inhibitior	+	0.7410	74.10%
P-glycoprotein substrate	+	0.8611	86.11%
CYP3A4 substrate	+	0.6435	64.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6974	69.74%
CYP3A4 inhibition	-	0.9090	90.90%
CYP2C9 inhibition	-	0.9268	92.68%
CYP2C19 inhibition	-	0.8935	89.35%
CYP2D6 inhibition	-	0.8192	81.92%
CYP1A2 inhibition	-	0.9532	95.32%
CYP2C8 inhibition	+	0.6325	63.25%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6507	65.07%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.7779	77.79%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7360	73.60%
Human Ether-a-go-go-Related Gene inhibition	+	0.6656	66.56%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8998	89.98%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5191	51.91%
Acute Oral Toxicity (c)	III	0.6405	64.05%
Estrogen receptor binding	+	0.7808	78.08%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.5367	53.67%
Glucocorticoid receptor binding	+	0.5370	53.70%
Aromatase binding	+	0.5810	58.10%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.9091	90.91%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.3957	39.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.99%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.29%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.63%	97.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.58%	82.38%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.21%	91.71%
CHEMBL1902	P62942	FK506-binding protein 1A	92.89%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.37%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.82%	97.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.74%	85.14%
CHEMBL5805	Q9NR97	Toll-like receptor 8	88.08%	96.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.83%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.41%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.14%	90.08%
CHEMBL3524	P56524	Histone deacetylase 4	85.10%	92.97%
CHEMBL217	P14416	Dopamine D2 receptor	82.14%	95.62%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.00%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.84%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.59%	100.00%
CHEMBL1293287	P14735	Insulin-degrading enzyme	80.75%	88.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.25%	95.89%

Plants that contains it

• Gypsophila vaccaria

Cross-Links

• PubChem: 44415652
• NPASS: NPC5295