Lathosterol

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	a83bffc3-8133-4af3-8d27-ded3885dc341
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name	(3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical)	CC(C)CCCC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C
SMILES (Isomeric)	C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C
InChI	InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h10,18-21,23-25,28H,6-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1
InChI Key	IZVFFXVYBHFIHY-SKCNUYALSA-N
Popularity	622 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₆O
Molecular Weight	386.70 g/mol
Exact Mass	386.354866087 g/mol
Topological Polar Surface Area (TPSA)	20.20 Å²
XlogP	8.30
Atomic LogP (AlogP)	7.39
H-Bond Acceptor	1
H-Bond Donor	1
Rotatable Bonds	5

Synonyms

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80-99-9

5alpha-Cholest-7-en-3beta-ol

gamma-Cholesterol

Cholest-7-en-3-ol, (3b,5a)-

7-Cholesten-3-beta-ol

Cholest-7-en-3beta-ol

Cholest-7-en-3-ol

5-alpha-Cholest-7-en-3-beta-ol

CHEBI:17168

(3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

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	+	1.0000	100.00%
Caco-2	+	0.6987	69.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4911	49.11%
OATP2B1 inhibitior	-	0.7283	72.83%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7013	70.13%
P-glycoprotein inhibitior	-	0.6459	64.59%
P-glycoprotein substrate	+	0.6470	64.70%
CYP3A4 substrate	+	0.6486	64.86%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8640	86.40%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.7681	76.81%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.9088	90.88%
CYP2C8 inhibition	-	0.8499	84.99%
CYP inhibitory promiscuity	-	0.5784	57.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5998	59.98%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9401	94.01%
Skin irritation	+	0.6308	63.08%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4593	45.93%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5563	55.63%
skin sensitisation	+	0.5785	57.85%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7522	75.22%
Acute Oral Toxicity (c)	III	0.8086	80.86%
Estrogen receptor binding	+	0.7572	75.72%
Androgen receptor binding	-	0.5533	55.33%
Thyroid receptor binding	+	0.7302	73.02%
Glucocorticoid receptor binding	+	0.8324	83.24%
Aromatase binding	-	0.6236	62.36%
PPAR gamma	+	0.5380	53.80%
Honey bee toxicity	-	0.8983	89.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9890	98.90%

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.40%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.61%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.31%	82.69%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.86%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.17%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.11%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.22%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.00%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.97%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.50%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	87.11%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.83%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.34%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.07%	92.88%
CHEMBL1937	Q92769	Histone deacetylase 2	83.04%	94.75%
CHEMBL237	P41145	Kappa opioid receptor	82.51%	98.10%
CHEMBL1871	P10275	Androgen Receptor	81.08%	96.43%
CHEMBL268	P43235	Cathepsin K	80.79%	96.85%
CHEMBL2581	P07339	Cathepsin D	80.62%	98.95%
CHEMBL2514	O95665	Neurotensin receptor 2	80.21%	100.00%

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.

Allium neapolitanum

Dioscorea polystachya