9-Hydroxysemperoside aglucone

Details

• Internal ID: 5619f989-ebed-4cd1-8513-ba50b771a792
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1S,4S,6S,7S,10S,11S)-7,10-dihydroxy-6-methyl-3,9-dioxatricyclo[5.3.1.04,11]undecan-2-one
• SMILES (Canonical): CC1CC2C3C1(COC(C3C(=O)O2)O)O
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@H]3[C@@]1(CO[C@@H]([C@H]3C(=O)O2)O)O
• InChI: InChI=1S/C10H14O5/c1-4-2-5-7-6(9(12)15-5)8(11)14-3-10(4,7)13/h4-8,11,13H,2-3H2,1H3/t4-,5-,6-,7+,8-,10-/m0/s1
• InChI Key: SNNJSMNZDVHVIU-QEPMPPCBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (1S,4S,6S,7S,10S,11S)-7,10-Dihydroxy-6-methyl-3,9-dioxatricyclo[5.3.1.04,11]undecan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9575	95.75%
Caco-2	-	0.7391	73.91%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7537	75.37%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9478	94.78%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9700	97.00%
P-glycoprotein inhibitior	-	0.9569	95.69%
P-glycoprotein substrate	-	0.7541	75.41%
CYP3A4 substrate	+	0.5236	52.36%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.9665	96.65%
CYP2C9 inhibition	-	0.9593	95.93%
CYP2C19 inhibition	-	0.9381	93.81%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.8873	88.73%
CYP2C8 inhibition	-	0.9547	95.47%
CYP inhibitory promiscuity	-	0.9893	98.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5873	58.73%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8365	83.65%
Skin irritation	-	0.6981	69.81%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.8501	85.01%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5004	50.04%
skin sensitisation	-	0.9014	90.14%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6541	65.41%
Acute Oral Toxicity (c)	III	0.4172	41.72%
Estrogen receptor binding	+	0.5736	57.36%
Androgen receptor binding	-	0.7142	71.42%
Thyroid receptor binding	-	0.6411	64.11%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7522	75.22%
PPAR gamma	-	0.5488	54.88%
Honey bee toxicity	-	0.8039	80.39%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8190	81.90%

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	88.29%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.99%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.24%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.11%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.10%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.56%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.89%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.02%	94.45%

Plants that contains it

• Gelsemium elegans
• Verbena litoralis

Cross-Links

• PubChem: 10398318
• LOTUS: LTS0190894
• wikiData: Q105256574