(1R,3R,5Z,7Z,11S,12S,15R,16S,19R,23R,27E,29E,33S,34R,35R,37S,38S,39R,41S)-3,13,15,25,35,37-hexahydroxy-11-[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6R)-4-hydroxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-33-[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6R)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,12,16,28,34,38-hexamethyl-10,32,45,46-tetraoxatricyclo[39.3.1.119,23]hexatetraconta-5,7,21,27,29,43-hexaene-9,31-dione

Details

• Internal ID: 39fb1cda-568f-4b26-ba0a-2591a6bfee6b
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,3R,5Z,7Z,11S,12S,15R,16S,19R,23R,27E,29E,33S,34R,35R,37S,38S,39R,41S)-3,13,15,25,35,37-hexahydroxy-11-[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6R)-4-hydroxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-33-[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6R)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,12,16,28,34,38-hexamethyl-10,32,45,46-tetraoxatricyclo[39.3.1.119,23]hexatetraconta-5,7,21,27,29,43-hexaene-9,31-dione
• SMILES (Canonical): CC1CC(CC(O1)CCC(C)C(C(C)C2C(C(CC(C(C(CC3CC=CC(O3)CC(CC=C(C=CC(=O)OC(C(C(CC(C(C(CC4CC=CC(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)C)O)O)C)O)O
• 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(C[C@H]([C@@H](C(C[C@H]3CC=C[C@H](O3)CC(C/C=C(/C=C/C(=O)O[C@@H]([C@@H]([C@@H](C[C@@H]([C@@H]([C@@H](C[C@@H]4CC=C[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)C)O)O)C)O)O
• InChI: InChI=1S/C77H130O20/c1-44-22-28-56(78)36-59-19-17-21-62(95-59)41-71(91-15)51(8)67(82)43-69(84)53(10)77(55(12)75(88)47(4)27-31-64-39-65(89-13)35-49(6)93-64)97-73(86)33-25-45(2)23-29-57(79)37-60-18-16-20-61(94-60)40-70(90-14)50(7)66(81)42-68(83)52(9)76(96-72(85)32-24-44)54(11)74(87)46(3)26-30-63-38-58(80)34-48(5)92-63/h16-19,22-25,32-33,46-71,74-84,87-88H,20-21,26-31,34-43H2,1-15H3/b32-24-,33-25+,44-22-,45-23+/t46-,47-,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-/m0/s1
• InChI Key: KHVNUSQFQXCPIZ-UYYBWSDESA-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): 299.00 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 9.45
• H-Bond Acceptor: 20
• H-Bond Donor: 9
• Rotatable Bonds: 15

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	-	0.8602	86.02%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7502	75.02%
OATP2B1 inhibitior	-	0.7314	73.14%
OATP1B1 inhibitior	+	0.8347	83.47%
OATP1B3 inhibitior	+	0.8892	88.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9768	97.68%
P-glycoprotein inhibitior	+	0.7432	74.32%
P-glycoprotein substrate	+	0.7189	71.89%
CYP3A4 substrate	+	0.7087	70.87%
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	+	0.6008	60.08%
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	-	0.6283	62.83%
Human Ether-a-go-go-Related Gene inhibition	+	0.7840	78.40%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	-	0.8772	87.72%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6475	64.75%
Acute Oral Toxicity (c)	I	0.3158	31.58%
Estrogen receptor binding	+	0.7833	78.33%
Androgen receptor binding	+	0.7119	71.19%
Thyroid receptor binding	+	0.6764	67.64%
Glucocorticoid receptor binding	+	0.7961	79.61%
Aromatase binding	+	0.5551	55.51%
PPAR gamma	+	0.8172	81.72%
Honey bee toxicity	-	0.7268	72.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL3401	O75469	Pregnane X receptor	95.43%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.99%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.03%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.40%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.54%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.43%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.13%	96.47%
CHEMBL2996	Q05655	Protein kinase C delta	82.71%	97.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.06%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.77%	96.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.76%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.18%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101588101
• LOTUS: LTS0019191
• wikiData: Q105141350