(2R,3S,5R,9S,11S,12S,14S,17R)-2,10-dihydroxy-3,5,11,12-tetramethyl-15,18,19-trioxahexacyclo[9.5.2.12,5.07,17.09,14.014,17]nonadecane-6,16-dione

Details

• Internal ID: ceb8d89e-155c-420c-b1c1-ed3130aa9476
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (2R,3S,5R,9S,11S,12S,14S,17R)-2,10-dihydroxy-3,5,11,12-tetramethyl-15,18,19-trioxahexacyclo[9.5.2.12,5.07,17.09,14.014,17]nonadecane-6,16-dione
• InChI: InChI=1S/C20H26O7/c1-8-7-18-10-5-11-13(21)16(3)6-9(2)20(24,26-16)12(15(23)25-18)19(11,18)27-17(8,4)14(10)22/h8-12,14,22,24H,5-7H2,1-4H3/t8-,9-,10-,11?,12?,14?,16+,17-,18-,19+,20+/m0/s1
• InChI Key: CHADCZMFKCJUSP-CXSPBMRISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.16785316 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.55
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9232	92.32%
Caco-2	-	0.5310	53.10%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7275	72.75%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.8509	85.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7766	77.66%
P-glycoprotein inhibitior	-	0.7793	77.93%
P-glycoprotein substrate	-	0.6500	65.00%
CYP3A4 substrate	+	0.6273	62.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.8644	86.44%
CYP2C9 inhibition	-	0.9222	92.22%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9685	96.85%
CYP1A2 inhibition	-	0.8188	81.88%
CYP2C8 inhibition	-	0.8253	82.53%
CYP inhibitory promiscuity	-	0.9810	98.10%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5532	55.32%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.8690	86.90%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7328	73.28%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5300	53.00%
skin sensitisation	-	0.8810	88.10%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8197	81.97%
Acute Oral Toxicity (c)	I	0.4391	43.91%
Estrogen receptor binding	+	0.8301	83.01%
Androgen receptor binding	+	0.7455	74.55%
Thyroid receptor binding	+	0.6950	69.50%
Glucocorticoid receptor binding	+	0.7138	71.38%
Aromatase binding	+	0.6741	67.41%
PPAR gamma	-	0.5533	55.33%
Honey bee toxicity	-	0.8348	83.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9715	97.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.94%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.47%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.15%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.15%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.96%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.03%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.73%	96.77%
CHEMBL299	P17252	Protein kinase C alpha	83.81%	98.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.96%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.19%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163194901
• LOTUS: LTS0066709
• wikiData: Q104958505