Hyphenrone B

Details

• Internal ID: 0c3f8b3d-557f-4ca0-97ce-9f5e72fbf780
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,3S,4R,5R,7S)-5-benzoyl-4-methyl-1,3,7-tris(3-methylbut-2-enyl)-4-(4-methylpent-3-enyl)-8-oxabicyclo[5.2.1]decane-6,9,10-trione
• SMILES (Canonical): CC(=CCCC1(C(CC2(C(=O)C(C(=O)C1C(=O)C3=CC=CC=C3)(OC2=O)CC=C(C)C)CC=C(C)C)CC=C(C)C)C)C
• SMILES (Isomeric): CC(=CCC[C@@]1([C@H](C[C@@]2(C(=O)[C@](C(=O)[C@H]1C(=O)C3=CC=CC=C3)(OC2=O)CC=C(C)C)CC=C(C)C)CC=C(C)C)C)C
• InChI: InChI=1S/C38H50O5/c1-25(2)14-13-21-36(9)30(18-17-26(3)4)24-37(22-19-27(5)6)34(41)38(43-35(37)42,23-20-28(7)8)33(40)31(36)32(39)29-15-11-10-12-16-29/h10-12,14-17,19-20,30-31H,13,18,21-24H2,1-9H3/t30-,31+,36+,37+,38-/m0/s1
• InChI Key: NFHISNLIWYMKGS-IXGDZJQGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀O₅
• Molecular Weight: 586.80 g/mol
• Exact Mass: 586.36582469 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 10.60
• Atomic LogP (AlogP): 8.75
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

• CHEMBL3581581

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.6981	69.81%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7067	70.67%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8764	87.64%
OATP1B3 inhibitior	+	0.8447	84.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9908	99.08%
P-glycoprotein inhibitior	+	0.8434	84.34%
P-glycoprotein substrate	-	0.6218	62.18%
CYP3A4 substrate	+	0.6372	63.72%
CYP2C9 substrate	-	0.5792	57.92%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	+	0.5114	51.14%
CYP2C9 inhibition	-	0.8360	83.60%
CYP2C19 inhibition	-	0.7159	71.59%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	+	0.5087	50.87%
CYP2C8 inhibition	+	0.4728	47.28%
CYP inhibitory promiscuity	-	0.8097	80.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5810	58.10%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.5169	51.69%
Skin corrosion	-	0.8939	89.39%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8561	85.61%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7552	75.52%
skin sensitisation	-	0.7294	72.94%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7434	74.34%
Acute Oral Toxicity (c)	III	0.5304	53.04%
Estrogen receptor binding	+	0.7281	72.81%
Androgen receptor binding	+	0.6882	68.82%
Thyroid receptor binding	+	0.6426	64.26%
Glucocorticoid receptor binding	+	0.7651	76.51%
Aromatase binding	+	0.6233	62.33%
PPAR gamma	+	0.6272	62.72%
Honey bee toxicity	-	0.8623	86.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.77%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.95%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.94%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.10%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.56%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.89%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.12%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.24%	89.00%
CHEMBL5028	O14672	ADAM10	82.54%	97.50%

Plants that contains it

• Hypericum henryi

Cross-Links

• PubChem: 102129927
• NPASS: NPC94425
• LOTUS: LTS0158776
• wikiData: Q105178473