Hirtellanine B

Details

• Internal ID: fe0d6fe7-c270-4092-a7dc-1f7734b20652
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 6,7-dihydroxy-21-methoxy-17,17-dimethyl-3,12,16-trioxapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4,6,8,13,15(20),18-octaen-11-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C=C3C(=C2OC)C4=C(C5=CC(=C(C=C5O4)O)O)C(=O)O3)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=C3C(=C2OC)C4=C(C5=CC(=C(C=C5O4)O)O)C(=O)O3)C
• InChI: InChI=1S/C21H16O7/c1-21(2)5-4-9-14(28-21)8-15-17(18(9)25-3)19-16(20(24)27-15)10-6-11(22)12(23)7-13(10)26-19/h4-8,22-23H,1-3H3
• InChI Key: HNORCYMXOCSMNP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆O₇
• Molecular Weight: 380.30 g/mol
• Exact Mass: 380.08960285 g/mol
• Topological Polar Surface Area (TPSA): 98.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL564727

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9527	95.27%
Caco-2	+	0.5940	59.40%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7500	75.00%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5087	50.87%
P-glycoprotein inhibitior	+	0.5829	58.29%
P-glycoprotein substrate	-	0.7485	74.85%
CYP3A4 substrate	+	0.5916	59.16%
CYP2C9 substrate	-	0.8102	81.02%
CYP2D6 substrate	-	0.8461	84.61%
CYP3A4 inhibition	+	0.5622	56.22%
CYP2C9 inhibition	-	0.8277	82.77%
CYP2C19 inhibition	+	0.5985	59.85%
CYP2D6 inhibition	-	0.7144	71.44%
CYP1A2 inhibition	-	0.7443	74.43%
CYP2C8 inhibition	-	0.5921	59.21%
CYP inhibitory promiscuity	+	0.5065	50.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.6021	60.21%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.5459	54.59%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5966	59.66%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7936	79.36%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8250	82.50%
Acute Oral Toxicity (c)	III	0.4798	47.98%
Estrogen receptor binding	+	0.9255	92.55%
Androgen receptor binding	+	0.7331	73.31%
Thyroid receptor binding	+	0.7245	72.45%
Glucocorticoid receptor binding	+	0.8482	84.82%
Aromatase binding	+	0.8236	82.36%
PPAR gamma	+	0.8589	85.89%
Honey bee toxicity	-	0.7751	77.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9836	98.36%

Targets

Proven Targets:

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	99.62%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.95%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.10%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.69%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.98%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.30%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.25%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.31%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.63%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.59%	99.15%
CHEMBL2535	P11166	Glucose transporter	86.12%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.89%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.04%	94.42%

Plants that contains it

• Campylotropis hirtella

Cross-Links

• PubChem: 45270450
• NPASS: NPC164384
• ChEMBL: CHEMBL564727
• LOTUS: LTS0033477
• wikiData: Q105030983