(1R,3S,5E,7Z,11S,12R,13R,15S,16R,17S,19R,23S,25S,27E,29Z,33S,34S,35S,37S,39S,41R)-3,13,15,25,35,37-hexahydroxy-33-[(2S,3R,4R)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-11-[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,12,16,28,34-pentamethyl-10,32,45,46-tetraoxatricyclo[39.3.1.119,23]hexatetraconta-5,7,20,27,29,42-hexaene-9,31-dione

Details

• Internal ID: 481c39ec-9684-4c18-a7ea-b0b91911ed68
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,3S,5E,7Z,11S,12R,13R,15S,16R,17S,19R,23S,25S,27E,29Z,33S,34S,35S,37S,39S,41R)-3,13,15,25,35,37-hexahydroxy-33-[(2S,3R,4R)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-11-[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,12,16,28,34-pentamethyl-10,32,45,46-tetraoxatricyclo[39.3.1.119,23]hexatetraconta-5,7,20,27,29,42-hexaene-9,31-dione
• SMILES (Canonical): CC1CC(CC(O1)CCC(C)C(C(C)C2C(C(CC(CC(CC3C=CCC(O3)CC(CC=C(C=CC(=O)OC(C(C(CC(C(C(CC4C=CCC(O4)CC(CC=C(C=CC(=O)O2)C)O)OC)C)O)O)C)C(C)C(C(C)CCC5CC(CC(O5)C)OC)O)C)O)OC)O)O)C)O)OC
• SMILES (Isomeric): C[C@H]1C[C@H](C[C@@H](O1)CC[C@@H](C)[C@H]([C@H](C)[C@@H]2[C@H]([C@H](C[C@@H](C[C@@H](C[C@@H]3C=CC[C@@H](O3)C[C@H](C/C=C(/C=C\C(=O)O[C@@H]([C@@H]([C@@H](C[C@@H]([C@H]([C@H](C[C@@H]4C=CC[C@H](O4)C[C@H](C/C=C(/C=C\C(=O)O2)\C)O)OC)C)O)O)C)[C@@H](C)[C@H]([C@@H](C)CC[C@H]5C[C@@H](C[C@@H](O5)C)OC)O)\C)O)OC)O)O)C)O)OC
• InChI: InChI=1S/C77H130O20/c1-45-22-28-56(78)36-59-18-16-20-61(94-59)40-67(90-14)38-58(80)39-68(81)52(8)76(54(10)74(86)47(3)26-30-63-41-65(88-12)34-49(5)92-63)96-72(84)32-24-46(2)23-29-57(79)37-60-19-17-21-62(95-60)43-71(91-15)51(7)69(82)44-70(83)53(9)77(97-73(85)33-25-45)55(11)75(87)48(4)27-31-64-42-66(89-13)35-50(6)93-64/h16-17,20-25,32-33,47-71,74-83,86-87H,18-19,26-31,34-44H2,1-15H3/b32-24-,33-25-,45-22+,46-23+/t47-,48+,49+,50+,51-,52+,53-,54+,55+,56+,57+,58-,59-,60+,61+,62+,63+,64+,65-,66-,67+,68+,69+,70-,71+,74-,75+,76+,77+/m1/s1
• InChI Key: MZYYVUZATAWAPY-PVOBWCINSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₇H₁₃₀O₂₀
• Molecular Weight: 1375.80 g/mol
• Exact Mass: 1374.91554653 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: 10.10
• Atomic LogP (AlogP): 9.86
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7975	79.75%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7502	75.02%
OATP2B1 inhibitior	-	0.7313	73.13%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	+	0.8892	88.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9803	98.03%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.7151	71.51%
CYP3A4 substrate	+	0.7122	71.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.6493	64.93%
CYP2C9 inhibition	-	0.9144	91.44%
CYP2C19 inhibition	-	0.8806	88.06%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9003	90.03%
CYP2C8 inhibition	+	0.6065	60.65%
CYP inhibitory promiscuity	-	0.9365	93.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7080	70.80%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.6471	64.71%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.6183	61.83%
Human Ether-a-go-go-Related Gene inhibition	+	0.7755	77.55%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.8772	87.72%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7608	76.08%
Acute Oral Toxicity (c)	I	0.3158	31.58%
Estrogen receptor binding	+	0.7746	77.46%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	+	0.6735	67.35%
Glucocorticoid receptor binding	+	0.8075	80.75%
Aromatase binding	+	0.5757	57.57%
PPAR gamma	+	0.8241	82.41%
Honey bee toxicity	-	0.7195	71.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9575	95.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.86%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	95.26%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.97%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.92%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.43%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.24%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.60%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.78%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.28%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.95%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.57%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.43%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.03%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.63%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.31%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.17%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163105143
• LOTUS: LTS0211037
• wikiData: Q105176124