(1R,2S,4R,5R,10R,11S,17S)-11-hydroxy-5-[(2R)-2-hydroxy-1-methylsulfinylpropan-2-yl]-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadec-8-ene-7,15-dione

Details

• Internal ID: 5f89e2b6-9f74-4f33-a486-5d2203e73e8d
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,2S,4R,5R,10R,11S,17S)-11-hydroxy-5-[(2R)-2-hydroxy-1-methylsulfinylpropan-2-yl]-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadec-8-ene-7,15-dione
• SMILES (Canonical): CC12CCC(C3(C1C(C4C5(C3=CC(=O)OC5C(C)(CS(=O)C)O)O4)OC2=O)C)O
• SMILES (Isomeric): C[C@@]12[C@H](CCC3([C@H]1[C@H]([C@H]4[C@@]5(C2=CC(=O)O[C@@H]5[C@](C)(CS(=O)C)O)O4)OC3=O)C)O
• InChI: InChI=1S/C20H26O8S/c1-17-6-5-10(21)19(3)9-7-11(22)26-15(18(2,24)8-29(4)25)20(9)14(28-20)12(13(17)19)27-16(17)23/h7,10,12-15,21,24H,5-6,8H2,1-4H3/t10-,12+,13+,14-,15+,17?,18-,19+,20+,29?/m0/s1
• InChI Key: SHHRLBQDNFCBIA-ZUDGZSMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₈S
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.13483896 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	-	0.6794	67.94%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4609	46.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8558	85.58%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	-	0.5146	51.46%
P-glycoprotein inhibitior	-	0.5879	58.79%
P-glycoprotein substrate	+	0.5167	51.67%
CYP3A4 substrate	+	0.6773	67.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8795	87.95%
CYP3A4 inhibition	+	0.5322	53.22%
CYP2C9 inhibition	-	0.7432	74.32%
CYP2C19 inhibition	-	0.7418	74.18%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	-	0.7103	71.03%
CYP2C8 inhibition	-	0.5964	59.64%
CYP inhibitory promiscuity	-	0.9450	94.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5177	51.77%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.9648	96.48%
Skin irritation	-	0.7066	70.66%
Skin corrosion	-	0.9011	90.11%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5727	57.27%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5406	54.06%
skin sensitisation	-	0.8243	82.43%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4563	45.63%
Acute Oral Toxicity (c)	III	0.5137	51.37%
Estrogen receptor binding	+	0.7604	76.04%
Androgen receptor binding	+	0.6882	68.82%
Thyroid receptor binding	+	0.5187	51.87%
Glucocorticoid receptor binding	+	0.7490	74.90%
Aromatase binding	+	0.6037	60.37%
PPAR gamma	+	0.6329	63.29%
Honey bee toxicity	-	0.7827	78.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9175	91.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.30%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.61%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.92%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.16%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.87%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.46%	100.00%
CHEMBL204	P00734	Thrombin	87.80%	96.01%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL1871	P10275	Androgen Receptor	85.86%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.72%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.28%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.17%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.60%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.33%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.24%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	81.06%	94.75%

Plants that contains it

• Podocarpus macrophyllus
• Solanum canense
• Solanum cleistogamum
• Solanum dasyphyllum
• Solanum fraxinifolium
• Solanum paludosum
• Solanum spirale

Cross-Links

• PubChem: 102354698
• LOTUS: LTS0219242
• wikiData: Q105147156