(2R,7S,8R,10S,17R)-10-hydroxy-2,7,14-trimethyl-16-oxapentacyclo[9.7.0.02,8.05,7.013,17]octadeca-1(11),13-diene-12,15-dione

Details

• Internal ID: d733de34-0519-4fb2-81c3-ab6207277897
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2R,7S,8R,10S,17R)-10-hydroxy-2,7,14-trimethyl-16-oxapentacyclo[9.7.0.02,8.05,7.013,17]octadeca-1(11),13-diene-12,15-dione
• InChI: InChI=1S/C20H24O4/c1-9-15-13(24-18(9)23)6-11-16(17(15)22)12(21)7-14-19(11,2)5-4-10-8-20(10,14)3/h10,12-14,21H,4-8H2,1-3H3/t10?,12-,13+,14-,19-,20-/m0/s1
• InChI Key: USFPRMRLELMJPI-OSGJJNKQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 4
• 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	+	0.9899	98.99%
Caco-2	+	0.7285	72.85%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7054	70.54%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5271	52.71%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6323	63.23%
P-glycoprotein substrate	-	0.7984	79.84%
CYP3A4 substrate	+	0.6674	66.74%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	-	0.6664	66.64%
CYP2C9 inhibition	-	0.8263	82.63%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7022	70.22%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4777	47.77%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8827	88.27%
Skin irritation	+	0.6584	65.84%
Skin corrosion	-	0.8852	88.52%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5356	53.56%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5395	53.95%
skin sensitisation	-	0.8144	81.44%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.7017	70.17%
Acute Oral Toxicity (c)	III	0.3914	39.14%
Estrogen receptor binding	+	0.8019	80.19%
Androgen receptor binding	+	0.6436	64.36%
Thyroid receptor binding	+	0.6062	60.62%
Glucocorticoid receptor binding	+	0.8813	88.13%
Aromatase binding	+	0.5603	56.03%
PPAR gamma	+	0.8009	80.09%
Honey bee toxicity	-	0.8031	80.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.28%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.23%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.89%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.89%	93.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.72%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.55%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.33%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.28%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	83.41%	90.17%
CHEMBL1902	P62942	FK506-binding protein 1A	83.28%	97.05%
CHEMBL259	P32245	Melanocortin receptor 4	82.78%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.57%	93.04%

Plants that contains it

• Euphorbia retusa

Cross-Links

• PubChem: 101485502
• LOTUS: LTS0146127
• wikiData: Q105278185