(1R,2R,3S,9R,12S,13R,14R,15R,16R)-3,14,15-trihydroxy-2,6,9,13,16-pentamethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadeca-5,7-diene-4,11-dione

Details

• Internal ID: 25c1441d-d0bb-44c4-8d2a-0e6293ccdc7c
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,2R,3S,9R,12S,13R,14R,15R,16R)-3,14,15-trihydroxy-2,6,9,13,16-pentamethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadeca-5,7-diene-4,11-dione
• InChI: InChI=1S/C20H26O6/c1-8-6-11(21)16(24)19(4)10(8)7-18(3)20(5)12(17(25)26-18)9(2)13(22)14(23)15(19)20/h6-7,9,12-16,22-24H,1-5H3/t9-,12-,13-,14+,15-,16-,18-,19+,20+/m1/s1
• InChI Key: BIYAQPXWQINOPG-RJDAIGFASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	-	0.7341	73.41%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7391	73.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8163	81.63%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8350	83.50%
P-glycoprotein inhibitior	-	0.7870	78.70%
P-glycoprotein substrate	-	0.6300	63.00%
CYP3A4 substrate	+	0.6131	61.31%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8982	89.82%
CYP3A4 inhibition	-	0.8335	83.35%
CYP2C9 inhibition	-	0.8149	81.49%
CYP2C19 inhibition	-	0.9092	90.92%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.6913	69.13%
CYP2C8 inhibition	-	0.7871	78.71%
CYP inhibitory promiscuity	-	0.7268	72.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Danger	0.4881	48.81%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.9062	90.62%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9065	90.65%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.6100	61.00%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.7137	71.37%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5693	56.93%
Acute Oral Toxicity (c)	III	0.5063	50.63%
Estrogen receptor binding	+	0.7741	77.41%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.5624	56.24%
Glucocorticoid receptor binding	+	0.6241	62.41%
Aromatase binding	+	0.5602	56.02%
PPAR gamma	-	0.5859	58.59%
Honey bee toxicity	-	0.8830	88.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9732	97.32%

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	95.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.44%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.78%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.88%	89.00%
CHEMBL325	Q13547	Histone deacetylase 1	84.80%	95.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.26%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	82.99%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.83%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	82.80%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.02%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.45%	100.00%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 163041836
• LOTUS: LTS0099960
• wikiData: Q104936870