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- Double-bond stereo
- 26 of 26 defined stereocentres

Brasilinolide A

ChemSpider ID: 23344857
Molecular Formula: C₅₇H₉₈O₂₄
Average mass: 1167.373657 Da
Monoisotopic mass: 1166.644775 Da
Systematic name

3-{[(1R,3R,5R,9S,10S,12S,13R,14R,17E,20S,22R,24S,27R,28R,30S,31R,32S)-14-{(2S,3S,4R,5R,6R,7S)-7-[(2,6-Dideoxy-3-O-pentanoyl-α-L-lyxo-hexopyranosyl)oxy]-3,5-dihydroxy-4,6-dimethyl-2-octanyl}-3,9,20 ,22,24,28,30,31,32-nonahydroxy-13,27-dimethyl-16-oxo-11,15,34-trioxatricyclo[28.3.1.0^10,12]tetratriacont-17-en-5-yl]oxy}-3-oxopropanoic acid
SMILES and InChIs

SMILES:

CCCCC(=O)O[C@H]1C[C@@H](O[C@H]([C@H]1O)C)O[C@@H](C)[C@H](C)[C@@H]([C@@H](C)[C@@H]([C@H](C)[C@@H]2[C@H]([C@H]3[C@@H](O3)[C@H](CCC[C@H](C[C@@H](C[C@@H]4C[C@@H]([C@H]([C@@](O4)(C[C@H]([C@@H](CC[C@@H](C[C@H](C[C@H](C/C=C/C(=O)O2)O)O)O)C)O)O)O)O)O)OC(=O)CC(=O)O)O)C)O)O Copied

Std. InChI:

InChI=1S/C57H98O24/c1-9-10-16-46(67)78-44-25-49(76-34(8)52(44)72)75-33(7)29(3)50(70)30(4)51(71)31(5)53-32(6)54-55(80-54)41(62)15-12-14-39(77-48(69)26-45(65)66)22-38(61)23-40-24-42(63)56(73)57(74,81-40)27-43(64)28(2)18-19-36(59)21-37(60)20-35(58)13-11-17-47(68)79-53/h11,17,28-44,49-56,58-64,70-74H,9-10,12-16,18-27H2,1-8H3,(H,65,66)/b17-11+/t28-,29+,30-,31+,32-,33+,34+,35+,36+,37+,38+,39-,40-,41+,42+,43-,44+,49-,50+,51+,52-,53-,54+,55+,56-,57+/m1/s1 Copied

Std. InChIKey:

MVSIZSYJQDRVAV-XMTLADTRSA-N Copied
Cite this record
CSID:23344857, http://www.chemspider.com/Chemical-Structure.23344857.html (accessed 12:56, May 23, 2013) Copied

Names and Identifiers

Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

3-({(1R,3R,5R,9S,10S,12S,13R,14R,17E,20S,22R,24S,27R,28R,30S,31R,32S)-14-[(2S,3S,4R,5R,6R,7S)-3,5-dihydroxy-7-{[(2R,4S,5R,6S)-5-hydroxy-6-methyl-4-(pentanoyloxy)tetrahydro-2H-pyran-2-yl]oxy}-4,6-dimethyloctan-2-yl]-3,9,20,22,24,28,30,31,32-nonahydroxy-13,27-dimethyl-16-oxo-11,15,34-trioxatricyclo[28.3.1.0^10,12]tetratriacont-17-en-5-yl}oxy)-3-oxopropanoic acid

Brasilinolide A

,22,24,28,30,31,32-nonahydroxy-13,27-dimethyl-16-oxo-11,15,34-trioxatricyclo[28.3.1.0(10,12)]tetratriacont-17-en-5-yl]oxy}-3-oxopropanoic acid

3-{[(1R,3R,5R,9S,10S,12S,13R,14R,17E,20S,22R,24S,27R,28R,30S,31R,32S)-14-{(2S,3S,4R,5R,6R,7S)-7-[(2,6-dideoxy-3-O-pentanoyl-α-L-lyxo-hexopyranosyl)oxy]-3,5-dihydroxy-4,6-dimethyloctan-2-yl}-3,9,20

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Properties

Predicted - ACD/Labs
Predicted - ChemAxon

Predicted data is generated using the ACD/Labs’ ACD/PhysChem Suite, for more information see their website.

ACD/LogP:	0.418	# of Rule of 5 Violations:	3
ACD/LogD (pH 5.5):	-2.29	ACD/LogD (pH 7.4):	-3.28
ACD/BCF (pH 5.5):	1.00	ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 5.5):	1.00	ACD/KOC (pH 7.4):	1.00
#H bond acceptors:	24	#H bond donors:	13
#Freely Rotating Bonds:	29	Polar Surface Area:	399.18 Å²
Index of Refraction:	1.575	Molar Refractivity:	289.798 cm³
Molar Volume:	875.776 cm³	Polarizability:	114.885 10^-24cm³
Surface Tension:	67.8059997558594 dyne/cm	Density:	1.333 g/cm³
Flash Point:	330.139 °C	Enthalpy of Vaporization:	206.513 kJ/mol
Boiling Point:	1230.3 °C at 760 mmHg	Vapour Pressure:	0 mmHg at 25°C

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