Hyuganin C

Details

• Internal ID: dc3eb5ee-3f7b-4886-a083-52ab16137d0e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9R,10R)-8,8-dimethyl-10-(2-methyl-3-oxobutoxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] acetate
• SMILES (Canonical): CC(COC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C)C(=O)C
• SMILES (Isomeric): CC(CO[C@H]1[C@H](C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C)C(=O)C
• InChI: InChI=1S/C21H24O7/c1-11(12(2)22)10-25-19-17-15(28-21(4,5)20(19)26-13(3)23)8-6-14-7-9-16(24)27-18(14)17/h6-9,11,19-20H,10H2,1-5H3/t11?,19-,20-/m1/s1
• InChI Key: GMHDTFBUYSRCCK-JWOXJJEYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9762	97.62%
Caco-2	+	0.7292	72.92%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6868	68.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9070	90.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6453	64.53%
P-glycoprotein inhibitior	+	0.7932	79.32%
P-glycoprotein substrate	-	0.7362	73.62%
CYP3A4 substrate	+	0.5639	56.39%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.7167	71.67%
CYP2C9 inhibition	-	0.6142	61.42%
CYP2C19 inhibition	-	0.5373	53.73%
CYP2D6 inhibition	-	0.8893	88.93%
CYP1A2 inhibition	+	0.6624	66.24%
CYP2C8 inhibition	-	0.6714	67.14%
CYP inhibitory promiscuity	-	0.6790	67.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6183	61.83%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.8322	83.22%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7642	76.42%
Micronuclear	-	0.6326	63.26%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	-	0.7918	79.18%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4922	49.22%
Acute Oral Toxicity (c)	III	0.7225	72.25%
Estrogen receptor binding	+	0.8358	83.58%
Androgen receptor binding	+	0.7469	74.69%
Thyroid receptor binding	-	0.5986	59.86%
Glucocorticoid receptor binding	+	0.7814	78.14%
Aromatase binding	-	0.4851	48.51%
PPAR gamma	+	0.5448	54.48%
Honey bee toxicity	-	0.8044	80.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.66%	83.82%
CHEMBL2581	P07339	Cathepsin D	98.21%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.53%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.35%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.40%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.75%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	82.13%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.65%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	80.12%	94.73%

Plants that contains it

• Angelica furcijuga

Cross-Links

• PubChem: 100946026
• NPASS: NPC25526