Myrrhanolide A

Details

• Internal ID: 77f70a74-d9ad-4439-a000-cd80fd7e8630
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (9aS)-9a-hydroxy-3,5,8-trimethyl-4,9-dihydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1=C2CC3=C(C(=O)OC3(CC2=C(C=C1)C)O)C
• SMILES (Isomeric): CC1=C2CC3=C(C(=O)O[C@]3(CC2=C(C=C1)C)O)C
• InChI: InChI=1S/C15H16O3/c1-8-4-5-9(2)12-7-15(17)13(6-11(8)12)10(3)14(16)18-15/h4-5,17H,6-7H2,1-3H3/t15-/m0/s1
• InChI Key: DVZUGUCJUJYKHS-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8867	88.67%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7277	72.77%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9457	94.57%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5588	55.88%
P-glycoprotein inhibitior	-	0.9310	93.10%
P-glycoprotein substrate	-	0.9481	94.81%
CYP3A4 substrate	-	0.5275	52.75%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.6449	64.49%
CYP2C9 inhibition	-	0.8207	82.07%
CYP2C19 inhibition	-	0.7119	71.19%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	+	0.5449	54.49%
CYP2C8 inhibition	-	0.9385	93.85%
CYP inhibitory promiscuity	-	0.7344	73.44%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4283	42.83%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.6099	60.99%
Skin irritation	-	0.5754	57.54%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6573	65.73%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6512	65.12%
skin sensitisation	-	0.6514	65.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7636	76.36%
Acute Oral Toxicity (c)	III	0.4061	40.61%
Estrogen receptor binding	-	0.6282	62.82%
Androgen receptor binding	-	0.4941	49.41%
Thyroid receptor binding	-	0.5787	57.87%
Glucocorticoid receptor binding	+	0.5753	57.53%
Aromatase binding	-	0.7075	70.75%
PPAR gamma	+	0.6217	62.17%
Honey bee toxicity	-	0.9634	96.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	96.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	88.90%	83.82%
CHEMBL4208	P20618	Proteasome component C5	85.50%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	84.58%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.05%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.05%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.97%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.32%	86.33%

Plants that contains it

• Commiphora myrrha
• Lophophora williamsii
• Ophiopogon intermedius
• Porophyllum ruderale
• Traversia baccharoides

Cross-Links

• PubChem: 42632428
• NPASS: NPC90809
• LOTUS: LTS0027050
• wikiData: Q104990445