Tetrandrine

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	d6a2049b-3855-4065-ad17-4b2370207c4a
Taxonomy	Lignans, neolignans and related compounds
IUPAC Name	(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene
SMILES (Canonical)	CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC
SMILES (Isomeric)	CN1CCC2=CC(=C3C=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@H]6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC
InChI	InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30-/m0/s1
InChI Key	WVTKBKWTSCPRNU-KYJUHHDHSA-N
Popularity	1,425 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₈H₄₂N₂O₆
Molecular Weight	622.70 g/mol
Exact Mass	622.30428706 g/mol
Topological Polar Surface Area (TPSA)	61.90 Å²
XlogP	6.40
Atomic LogP (AlogP)	7.16
H-Bond Acceptor	8
H-Bond Donor	0
Rotatable Bonds	4

Synonyms

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518-34-3

D-Tetrandrine

(+)-Tetrandrine

Tetrandrin

Fanchinine

Sinomenine A

(S,S)-Tetrandrine

Hanfangchin A

hanjisong

DL-Tetrandine

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	+	0.9115	91.15%
Caco-2	+	0.7988	79.88%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.4588	45.88%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9464	94.64%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9597	95.97%
P-glycoprotein substrate	+	0.5552	55.52%
CYP3A4 substrate	+	0.6690	66.90%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7650	76.50%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9523	95.23%
CYP2C19 inhibition	-	0.9321	93.21%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9106	91.06%
CYP2C8 inhibition	+	0.5363	53.63%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9422	94.22%
Skin irritation	-	0.7867	78.67%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	+	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9620	96.20%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8932	89.32%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8277	82.77%
Acute Oral Toxicity (c)	III	0.7532	75.32%
Estrogen receptor binding	+	0.7003	70.03%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	+	0.6711	67.11%
Glucocorticoid receptor binding	+	0.8688	86.88%
Aromatase binding	+	0.5877	58.77%
PPAR gamma	+	0.5600	56.00%
Honey bee toxicity	-	0.7327	73.27%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.8398	83.98%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4096	P04637	Cellular tumor antigen p53	31622.8 nM	Potency	via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	14125.4 nM	Potency	via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	707.9 nM 56234.1 nM	Potency Potency	via CMAUP via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.42%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	94.28%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	93.92%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.34%	93.99%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.28%	89.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.01%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.54%	93.40%
CHEMBL4302	P08183	P-glycoprotein 1	86.88%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.34%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.19%	94.45%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.18%	97.31%
CHEMBL5747	Q92793	CREB-binding protein	86.16%	95.12%
CHEMBL2581	P07339	Cathepsin D	86.02%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.88%	95.78%
CHEMBL2535	P11166	Glucose transporter	85.60%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.42%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.37%	89.50%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.93%	90.95%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.76%	96.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.58%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.55%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.22%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.35%	94.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.41%	95.53%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.37%	92.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.20%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.63%	82.67%
CHEMBL4208	P20618	Proteasome component C5	80.22%	90.00%

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.

Anaxagorea luzonensis

Argyreia nervosa

Berberis boliviana

Bupleurum scorzonerifolium

Carapichea ipecacuanha

Erythrina chiriquensis