(1R,2S,6R,8S,9S,10R)-1,15-dihydroxy-9,16-dimethoxy-3-methyl-7,11-dioxa-3-azapentacyclo[8.8.0.02,6.06,8.013,18]octadeca-13,15,17-trien-12-one

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	786e9fa5-3c57-4328-ad1d-f5e5fdb564c3
Taxonomy	Alkaloids and derivatives > Amaryllidaceae alkaloids > Homolycorine-type amaryllidaceae alkaloids
IUPAC Name	(1R,2S,6R,8S,9S,10R)-1,15-dihydroxy-9,16-dimethoxy-3-methyl-7,11-dioxa-3-azapentacyclo[8.8.0.02,6.06,8.013,18]octadeca-13,15,17-trien-12-one
SMILES (Canonical)	CN1CCC23C1C4(C(C(C2O3)OC)OC(=O)C5=CC(=C(C=C54)OC)O)O
SMILES (Isomeric)	CN1CC[C@@]23[C@@H]1[C@]4([C@@H]([C@H]([C@@H]2O3)OC)OC(=O)C5=CC(=C(C=C54)OC)O)O
InChI	InChI=1S/C18H21NO7/c1-19-5-4-17-13(26-17)12(24-3)14-18(22,16(17)19)9-7-11(23-2)10(20)6-8(9)15(21)25-14/h6-7,12-14,16,20,22H,4-5H2,1-3H3/t12-,13-,14+,16+,17-,18-/m0/s1
InChI Key	WHGUOFBWWVTRGI-ZGQVBVAJSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₂₁NO₇
Molecular Weight	363.40 g/mol
Exact Mass	363.13180201 g/mol
Topological Polar Surface Area (TPSA)	101.00 Å²
XlogP	-0.30
Atomic LogP (AlogP)	-0.00
H-Bond Acceptor	8
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

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There are no found synonyms.

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	-	0.4613	46.13%
Caco-2	+	0.6966	69.66%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.5114	51.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8187	81.87%
P-glycoprotein inhibitior	-	0.6498	64.98%
P-glycoprotein substrate	+	0.5146	51.46%
CYP3A4 substrate	+	0.6798	67.98%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.3875	38.75%
CYP3A4 inhibition	-	0.8391	83.91%
CYP2C9 inhibition	-	0.8198	81.98%
CYP2C19 inhibition	-	0.7607	76.07%
CYP2D6 inhibition	-	0.7983	79.83%
CYP1A2 inhibition	-	0.8186	81.86%
CYP2C8 inhibition	-	0.8757	87.57%
CYP inhibitory promiscuity	-	0.9096	90.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5418	54.18%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.7982	79.82%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3709	37.09%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8506	85.06%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7189	71.89%
Acute Oral Toxicity (c)	III	0.4907	49.07%
Estrogen receptor binding	+	0.6954	69.54%
Androgen receptor binding	+	0.6057	60.57%
Thyroid receptor binding	+	0.5646	56.46%
Glucocorticoid receptor binding	+	0.7678	76.78%
Aromatase binding	+	0.6467	64.67%
PPAR gamma	+	0.5945	59.45%
Honey bee toxicity	-	0.7594	75.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.3727	37.27%

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	97.60%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.56%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.18%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.16%	93.40%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.25%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.42%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.12%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.97%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.72%	96.77%
CHEMBL1951	P21397	Monoamine oxidase A	90.54%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.12%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.55%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.99%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.18%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.37%	97.25%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	85.11%	98.00%
CHEMBL4208	P20618	Proteasome component C5	84.88%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.74%	82.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.92%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.72%	92.94%

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.

Aralia elata var. elata

Galanthus elwesii

Pittosporum eugenioides

Pteroxygonum giraldii