(6S)-6-Hydroxyhyoscyamine

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	f634142c-cd53-4212-9798-f2198b516f42
Taxonomy	Alkaloids and derivatives > Tropane alkaloids
IUPAC Name	[(1S,3S,5S,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate
SMILES (Canonical)	CN1C2CC(CC1C(C2)O)OC(=O)C(CO)C3=CC=CC=C3
SMILES (Isomeric)	CN1[C@@H]2C[C@@H](C[C@H]1[C@H](C2)O)OC(=O)[C@H](CO)C3=CC=CC=C3
InChI	InChI=1S/C17H23NO4/c1-18-12-7-13(9-15(18)16(20)8-12)22-17(21)14(10-19)11-5-3-2-4-6-11/h2-6,12-16,19-20H,7-10H2,1H3/t12-,13+,14-,15+,16+/m1/s1
InChI Key	WTQYWNWRJNXDEG-LEOABGAYSA-N
Popularity	363 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₇H₂₃NO₄
Molecular Weight	305.40 g/mol
Exact Mass	305.16270821 g/mol
Topological Polar Surface Area (TPSA)	70.00 Å²
XlogP	0.90
Atomic LogP (AlogP)	0.90
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	4

Synonyms

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(6S)-6-Hydroxyhyoscyamine

55869-99-3

[(1S,3S,5S,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate

6-Hydroxy hyoscyamine

(-)-Anisodamine

D06VFO

SCHEMBL620576

Q-100648

Q4765340

(S)-((1S,3S,5S,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate

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	+	0.9212	92.12%
Caco-2	+	0.8404	84.04%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Lysosomes	0.7094	70.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8757	87.57%
P-glycoprotein inhibitior	-	0.9434	94.34%
P-glycoprotein substrate	-	0.6597	65.97%
CYP3A4 substrate	+	0.5611	56.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3776	37.76%
CYP3A4 inhibition	-	0.9157	91.57%
CYP2C9 inhibition	-	0.9339	93.39%
CYP2C19 inhibition	-	0.9402	94.02%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	-	0.9229	92.29%
CYP2C8 inhibition	-	0.9709	97.09%
CYP inhibitory promiscuity	-	0.9447	94.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6706	67.06%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9867	98.67%
Skin irritation	-	0.8093	80.93%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6637	66.37%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.9875	98.75%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.9074	90.74%
Acute Oral Toxicity (c)	III	0.6644	66.44%
Estrogen receptor binding	-	0.6825	68.25%
Androgen receptor binding	-	0.6337	63.37%
Thyroid receptor binding	-	0.8135	81.35%
Glucocorticoid receptor binding	-	0.7862	78.62%
Aromatase binding	-	0.7251	72.51%
PPAR gamma	+	0.5518	55.18%
Honey bee toxicity	-	0.8832	88.32%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.4822	48.22%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.97%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	98.62%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	96.97%	94.08%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	95.05%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.27%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.15%	86.33%
CHEMBL5028	O14672	ADAM10	85.57%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.34%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.18%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.62%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.42%	89.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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