(1S,2S,4R,5R,6R,9S,10S,12R,15R,17R)-5,10,15-trihydroxy-12-[(1R)-1-hydroxyethyl]-1,6-dimethyl-3,8,13-trioxapentacyclo[7.7.1.02,4.06,17.011,16]heptadec-11(16)-ene-7,14-dione

Details

• Internal ID: 2fc53203-7e72-4fd7-b1da-9e20f4832e5d
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,2S,4R,5R,6R,9S,10S,12R,15R,17R)-5,10,15-trihydroxy-12-[(1R)-1-hydroxyethyl]-1,6-dimethyl-3,8,13-trioxapentacyclo[7.7.1.02,4.06,17.011,16]heptadec-11(16)-ene-7,14-dione
• SMILES (Canonical): CC(C1C2=C(C(C(=O)O1)O)C3(C4C(C2O)OC(=O)C4(C(C5C3O5)O)C)C)O
• SMILES (Isomeric): C[C@H]([C@H]1C2=C([C@H](C(=O)O1)O)[C@@]3([C@H]4[C@@H]([C@H]2O)OC(=O)[C@]4([C@H]([C@@H]5[C@H]3O5)O)C)C)O
• InChI: InChI=1S/C18H22O9/c1-4(19)9-5-6(8(21)15(23)26-9)17(2)12-10(7(5)20)27-16(24)18(12,3)13(22)11-14(17)25-11/h4,7-14,19-22H,1-3H3/t4-,7+,8-,9+,10-,11-,12-,13+,14-,17-,18-/m1/s1
• InChI Key: RMXUHYZZOOHMHZ-RMIDDRHYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₉
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.12638228 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	-	0.8193	81.93%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7293	72.93%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9051	90.51%
P-glycoprotein inhibitior	-	0.6950	69.50%
P-glycoprotein substrate	-	0.6102	61.02%
CYP3A4 substrate	+	0.5731	57.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.8150	81.50%
CYP2C9 inhibition	-	0.8918	89.18%
CYP2C19 inhibition	-	0.8963	89.63%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.8836	88.36%
CYP2C8 inhibition	-	0.9351	93.51%
CYP inhibitory promiscuity	-	0.7958	79.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.6102	61.02%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.8773	87.73%
Skin irritation	-	0.5434	54.34%
Skin corrosion	-	0.9008	90.08%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7626	76.26%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5680	56.80%
skin sensitisation	-	0.7481	74.81%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7559	75.59%
Acute Oral Toxicity (c)	I	0.3229	32.29%
Estrogen receptor binding	+	0.7161	71.61%
Androgen receptor binding	+	0.5815	58.15%
Thyroid receptor binding	-	0.5295	52.95%
Glucocorticoid receptor binding	+	0.5615	56.15%
Aromatase binding	-	0.5722	57.22%
PPAR gamma	+	0.6060	60.60%
Honey bee toxicity	-	0.7201	72.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9298	92.98%

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	95.83%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.77%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.17%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	86.67%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.89%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.31%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.02%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.66%	97.14%
CHEMBL4072	P07858	Cathepsin B	80.51%	93.67%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 162930239
• LOTUS: LTS0263639
• wikiData: Q105241134