SchisandrinB

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	f4c1324d-9e6f-41ff-9226-8e905684b2d7
Taxonomy	Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name	(9R,10S)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-9-ol
SMILES (Canonical)	CC1CC2=CC3=C(C(=C2C4=C(C(=C(C=C4CC1(C)O)OC)OC)OC)OC)OCO3
SMILES (Isomeric)	C[C@H]1CC2=CC3=C(C(=C2C4=C(C(=C(C=C4C[C@@]1(C)O)OC)OC)OC)OC)OCO3
InChI	InChI=1S/C23H28O7/c1-12-7-13-8-16-20(30-11-29-16)22(28-6)17(13)18-14(10-23(12,2)24)9-15(25-3)19(26-4)21(18)27-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-,23+/m0/s1
InChI Key	ZWRRJEICIPUPHZ-DAOPMYJZSA-N
Popularity	125 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₃H₂₈O₇
Molecular Weight	416.50 g/mol
Exact Mass	416.18350323 g/mol
Topological Polar Surface Area (TPSA)	75.60 Å²
XlogP	3.90
Atomic LogP (AlogP)	3.60
H-Bond Acceptor	7
H-Bond Donor	1
Rotatable Bonds	4

Synonyms

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Gomisin A

CHEMBL1159658

ZWRRJEICIPUPHZ-DAOPMYJZSA-N

BDBM50485612

AKOS032948318

(6R)-1,2,3,13-Tetramethoxy-6,7beta-dimethyl-5,6,7,8-tetrahydrobenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-6beta-ol

(9R,10S)-3,4,5,19-Tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-9-ol

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	+	0.9910	99.10%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6026	60.26%
OATP2B1 inhibitior	-	0.8659	86.59%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8322	83.22%
P-glycoprotein inhibitior	-	0.5075	50.75%
P-glycoprotein substrate	-	0.7276	72.76%
CYP3A4 substrate	+	0.6117	61.17%
CYP2C9 substrate	-	0.5852	58.52%
CYP2D6 substrate	+	0.3508	35.08%
CYP3A4 inhibition	+	0.6796	67.96%
CYP2C9 inhibition	-	0.7263	72.63%
CYP2C19 inhibition	-	0.7455	74.55%
CYP2D6 inhibition	-	0.8051	80.51%
CYP1A2 inhibition	-	0.6919	69.19%
CYP2C8 inhibition	+	0.4630	46.30%
CYP inhibitory promiscuity	-	0.7969	79.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4303	43.03%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8689	86.89%
Skin irritation	-	0.7772	77.72%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.5708	57.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7062	70.62%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8059	80.59%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7825	78.25%
Acute Oral Toxicity (c)	III	0.5623	56.23%
Estrogen receptor binding	+	0.8676	86.76%
Androgen receptor binding	-	0.8512	85.12%
Thyroid receptor binding	+	0.7670	76.70%
Glucocorticoid receptor binding	+	0.7608	76.08%
Aromatase binding	+	0.5524	55.24%
PPAR gamma	+	0.8558	85.58%
Honey bee toxicity	-	0.8010	80.10%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6451	64.51%
Fish aquatic toxicity	+	0.9758	97.58%

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	98.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.47%	96.09%
CHEMBL261	P00915	Carbonic anhydrase I	97.20%	96.76%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.22%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.70%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.77%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.39%	85.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.25%	89.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.03%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.71%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.59%	100.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.03%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.90%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.72%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.22%	82.67%
CHEMBL4208	P20618	Proteasome component C5	84.06%	90.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.47%	80.96%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.46%	95.89%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.04%	96.86%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.40%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.27%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.67%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.62%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	80.57%	95.62%

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.