(1S,2R,4S,5S,9S,10S,14S,17R)-9-hydroxy-5-methoxy-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadecane-7,15-dione

Details

• Internal ID: d2da8515-ab49-48b9-8de4-1555b1927c3a
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,2R,4S,5S,9S,10S,14S,17R)-9-hydroxy-5-methoxy-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadecane-7,15-dione
• InChI: InChI=1S/C17H22O7/c1-14-5-4-6-15(2)10(14)9(23-12(14)19)11-17(24-11)13(21-3)22-8(18)7-16(15,17)20/h9-11,13,20H,4-7H2,1-3H3/t9-,10-,11+,13-,14-,15-,16-,17+/m0/s1
• InChI Key: MLJMWEWMXXEWNV-JPMOPCSXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₇
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.13655304 g/mol
• Topological Polar Surface Area (TPSA): 94.60 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9394	93.94%
Caco-2	+	0.6233	62.33%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6866	68.66%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	-	0.2236	22.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.7827	78.27%
P-glycoprotein inhibitior	-	0.6696	66.96%
P-glycoprotein substrate	-	0.7229	72.29%
CYP3A4 substrate	+	0.6437	64.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.6439	64.39%
CYP2C9 inhibition	-	0.8090	80.90%
CYP2C19 inhibition	-	0.7968	79.68%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.7376	73.76%
CYP2C8 inhibition	-	0.7858	78.58%
CYP inhibitory promiscuity	-	0.9830	98.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9288	92.88%
Skin irritation	-	0.6098	60.98%
Skin corrosion	-	0.8812	88.12%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8055	80.55%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5695	56.95%
Acute Oral Toxicity (c)	I	0.3698	36.98%
Estrogen receptor binding	+	0.8580	85.80%
Androgen receptor binding	+	0.6758	67.58%
Thyroid receptor binding	+	0.6134	61.34%
Glucocorticoid receptor binding	+	0.6427	64.27%
Aromatase binding	+	0.5420	54.20%
PPAR gamma	+	0.7212	72.12%
Honey bee toxicity	-	0.8303	83.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9022	90.22%

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	90.31%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.93%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.42%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.96%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.66%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.33%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.30%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.88%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.71%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.50%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.31%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.70%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.39%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101042118
• LOTUS: LTS0157027
• wikiData: Q105166753