Herbasterol

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	e4e449df-2bf3-46bf-9cd5-1a1684202066
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name	(2S,4R,4aR,6S,7S,8aS)-4,6,7-trihydroxy-2-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(2R)-6-methylheptan-2-yl]cyclopentyl]-8a-(hydroxymethyl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C27H48O6/c1-16(2)6-5-7-17(3)19-8-9-20(26(19,4)10-11-28)18-12-22(30)21-13-23(31)24(32)14-27(21,15-29)25(18)33/h16-24,28-32H,5-15H2,1-4H3/t17-,18+,19-,20+,21+,22-,23+,24+,26-,27-/m1/s1
InChI Key	UWPWCNUBZQKCGV-YJJKLKRJSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₈O₆
Molecular Weight	468.70 g/mol
Exact Mass	468.34508925 g/mol
Topological Polar Surface Area (TPSA)	118.00 Å²
XlogP	4.10
Atomic LogP (AlogP)	2.92
H-Bond Acceptor	6
H-Bond Donor	5
Rotatable Bonds	9

Synonyms

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9-oxo-9,11-seco-5beta-cholestan-2beta,3alpha,6beta,11,19-pentol

(2S,4R,4aR,6S,7S,8aS)-4,6,7-trihydroxy-2-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(2R)-6-methylheptan-2-yl]cyclopentyl]-8a-(hydroxymethyl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-1-one

(2S,4R,4aR,6S,7S,8aS)-4,6,7-trihydroxy-2-((1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-((2R)-6-methylheptan-2-yl)cyclopentyl)-8a-(hydroxymethyl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-1-one

RefChem:145764

SCHEMBL30651496

CHEBI:185687

LMST01010292

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	+	0.9818	98.18%
Caco-2	-	0.7182	71.82%
Blood Brain Barrier	+	0.6135	61.35%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8316	83.16%
OATP2B1 inhibitior	-	0.5785	57.85%
OATP1B1 inhibitior	+	0.8786	87.86%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8643	86.43%
BSEP inhibitior	-	0.6699	66.99%
P-glycoprotein inhibitior	-	0.6679	66.79%
P-glycoprotein substrate	+	0.6801	68.01%
CYP3A4 substrate	+	0.6809	68.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7851	78.51%
CYP3A4 inhibition	-	0.8617	86.17%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.8777	87.77%
CYP2D6 inhibition	-	0.9666	96.66%
CYP1A2 inhibition	-	0.8229	82.29%
CYP2C8 inhibition	-	0.7674	76.74%
CYP inhibitory promiscuity	-	0.9712	97.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9337	93.37%
Skin irritation	-	0.6408	64.08%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.7278	72.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5703	57.03%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6319	63.19%
skin sensitisation	-	0.8802	88.02%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6871	68.71%
Acute Oral Toxicity (c)	III	0.5453	54.53%
Estrogen receptor binding	+	0.7756	77.56%
Androgen receptor binding	+	0.6993	69.93%
Thyroid receptor binding	+	0.5551	55.51%
Glucocorticoid receptor binding	+	0.7398	73.98%
Aromatase binding	+	0.6112	61.12%
PPAR gamma	-	0.5444	54.44%
Honey bee toxicity	-	0.8269	82.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9421	94.21%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.53%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.24%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	95.07%	95.93%
CHEMBL299	P17252	Protein kinase C alpha	93.10%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.96%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.14%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.22%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.70%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.43%	97.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.39%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	83.69%	98.10%
CHEMBL1937	Q92769	Histone deacetylase 2	83.55%	94.75%
CHEMBL2514	O95665	Neurotensin receptor 2	82.79%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.61%	96.77%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.53%	90.08%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.39%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.36%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.27%	94.66%
CHEMBL4805	Q99572	P2X purinoceptor 7	81.72%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	81.02%	97.79%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.56%	98.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.55%	99.23%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.43%	98.46%

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.

Achillea leptophylla

Aldama cordifolia

Cordiera macrophylla

Dioscorea futschauensis

Dorstenia barnimiana

Petrosedum forsterianum