(1S,6R,7R,9R,12R,13R)-6,13-dihydroxy-12-methyl-10,14-dioxapentacyclo[11.2.2.11,9.02,7.012,18]octadecan-11-one

Details

• Internal ID: 2024d302-87ce-434b-a2bb-ed21c8873eb0
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,6R,7R,9R,12R,13R)-6,13-dihydroxy-12-methyl-10,14-dioxapentacyclo[11.2.2.11,9.02,7.012,18]octadecan-11-one
• SMILES (Canonical): CC12C3C(CC4C(C35CCC1(OC5)O)CCCC4O)OC2=O
• SMILES (Isomeric): C[C@@]12C3[C@@H](C[C@H]4[C@@H](CCCC4[C@@]35CC[C@]1(OC5)O)O)OC2=O
• InChI: InChI=1S/C17H24O5/c1-15-13-12(22-14(15)19)7-9-10(3-2-4-11(9)18)16(13)5-6-17(15,20)21-8-16/h9-13,18,20H,2-8H2,1H3/t9-,10?,11-,12-,13?,15+,16+,17-/m1/s1
• InChI Key: BGJDWCQXJDACLG-WKVOQSRDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 5
• 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	+	0.9653	96.53%
Caco-2	+	0.6392	63.92%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8130	81.30%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8368	83.68%
P-glycoprotein inhibitior	-	0.9028	90.28%
P-glycoprotein substrate	-	0.6850	68.50%
CYP3A4 substrate	+	0.6515	65.15%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8195	81.95%
CYP3A4 inhibition	-	0.9387	93.87%
CYP2C9 inhibition	-	0.9496	94.96%
CYP2C19 inhibition	-	0.9351	93.51%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	-	0.7991	79.91%
CYP inhibitory promiscuity	-	0.9846	98.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5445	54.45%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9877	98.77%
Skin irritation	-	0.6479	64.79%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6433	64.33%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6462	64.62%
skin sensitisation	-	0.9191	91.91%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7739	77.39%
Acute Oral Toxicity (c)	III	0.3759	37.59%
Estrogen receptor binding	+	0.8929	89.29%
Androgen receptor binding	+	0.6657	66.57%
Thyroid receptor binding	+	0.7017	70.17%
Glucocorticoid receptor binding	+	0.8588	85.88%
Aromatase binding	+	0.8009	80.09%
PPAR gamma	-	0.5351	53.51%
Honey bee toxicity	-	0.8399	83.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8109	81.09%

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	92.52%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.41%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.62%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.98%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.52%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.55%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.71%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.51%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.04%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.11%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	84.04%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.65%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	80.12%	97.05%

Plants that contains it

• Casimirella rupestris

Cross-Links

• PubChem: 162846007
• LOTUS: LTS0108021
• wikiData: Q104935578