Brassinolide

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	251b1459-ca91-49fc-88dc-9eb56e8cf6b9
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Brassinolides and derivatives
IUPAC Name	(1S,2R,4R,5S,7S,11S,12S,15R,16S)-15-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.02,7.012,16]octadecan-8-one
SMILES (Canonical)	CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2COC(=O)C4C3(CC(C(C4)O)O)C)C)O)O
SMILES (Isomeric)	C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2COC(=O)[C@@H]4[C@@]3(C[C@H]([C@H](C4)O)O)C)C)[C@H]([C@@H]([C@@H](C)C(C)C)O)O
InChI	InChI=1S/C28H48O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-25,29-32H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,22-,23+,24+,25+,27+,28+/m0/s1
InChI Key	IXVMHGVQKLDRKH-KNBKMWSGSA-N
Popularity	2,329 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₄₈O₆
Molecular Weight	480.70 g/mol
Exact Mass	480.34508925 g/mol
Topological Polar Surface Area (TPSA)	107.00 Å²
XlogP	4.80
Atomic LogP (AlogP)	3.39
H-Bond Acceptor	6
H-Bond Donor	4
Rotatable Bonds	5

Synonyms

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72962-43-7

Y9IQ1L53OX

6H-Benz(c)indeno(5,4-e)oxepin-6-one, 1-((1S,2R,3R,4S)-2,3-dihydroxy-1,4,5-trimethylhexyl)hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-, (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-

DTXSID0039699

CHEBI:28277

B-Homo-7-oxaergostan-6-one, 2,3,22,23-tetrahydroxy-, (2alpha,3alpha,5alpha,22R,23R,24S)-

NSC-325306

2alpha,3alpha,22R,23R-tetrahydroxy-6,7-seco-5-campestano-6,7-lactone

RefChem:121314

DTXCID8019699

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9532	95.32%
Caco-2	-	0.6861	68.61%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7928	79.28%
OATP2B1 inhibitior	-	0.5756	57.56%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	-	0.5978	59.78%
P-glycoprotein inhibitior	-	0.6425	64.25%
P-glycoprotein substrate	-	0.5915	59.15%
CYP3A4 substrate	+	0.7000	70.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.8237	82.37%
CYP2C9 inhibition	-	0.8264	82.64%
CYP2C19 inhibition	-	0.8589	85.89%
CYP2D6 inhibition	-	0.9633	96.33%
CYP1A2 inhibition	-	0.7634	76.34%
CYP2C8 inhibition	-	0.8512	85.12%
CYP inhibitory promiscuity	-	0.9818	98.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6908	69.08%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9412	94.12%
Skin irritation	-	0.5704	57.04%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5602	56.02%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8685	86.85%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7011	70.11%
Acute Oral Toxicity (c)	III	0.4857	48.57%
Estrogen receptor binding	+	0.5777	57.77%
Androgen receptor binding	+	0.7164	71.64%
Thyroid receptor binding	+	0.5229	52.29%
Glucocorticoid receptor binding	+	0.5824	58.24%
Aromatase binding	-	0.5195	51.95%
PPAR gamma	-	0.5548	55.48%
Honey bee toxicity	-	0.6865	68.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9698	96.98%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.16%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.15%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.85%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	93.59%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.08%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.06%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.27%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.78%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.34%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.00%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.92%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	85.54%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.88%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.19%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.71%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.43%	92.88%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Digitalis isabelliana

Fagopyrum esculentum

Garcinia lancilimba