Isoversiol A

Details

• Internal ID: f93f2e15-38d5-4d66-8112-2a938bd8e602
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (4aR,6aR,8R,10S,10aS,10bR)-10-hydroxy-4a,8,10b-trimethyl-2,3,6a,7,8,9,10,10a-octahydrobenzo[f]chromen-1-one
• SMILES (Canonical): CC1CC2C=CC3(C(C2C(C1)O)(C(=O)CCO3)C)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2C=C[C@@]3([C@@]([C@H]2[C@H](C1)O)(C(=O)CCO3)C)C
• InChI: InChI=1S/C16H24O3/c1-10-8-11-4-6-15(2)16(3,13(18)5-7-19-15)14(11)12(17)9-10/h4,6,10-12,14,17H,5,7-9H2,1-3H3/t10-,11+,12+,14-,15-,16-/m1/s1
• InChI Key: ZWZKIISAHBGTDY-HSKJIWMRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.8873	88.73%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6167	61.67%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5469	54.69%
P-glycoprotein inhibitior	-	0.9347	93.47%
P-glycoprotein substrate	-	0.8184	81.84%
CYP3A4 substrate	+	0.6016	60.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.8026	80.26%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.8500	85.00%
CYP2D6 inhibition	-	0.9571	95.71%
CYP1A2 inhibition	-	0.6063	60.63%
CYP2C8 inhibition	-	0.9148	91.48%
CYP inhibitory promiscuity	-	0.9654	96.54%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5876	58.76%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9755	97.55%
Skin irritation	-	0.5416	54.16%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5076	50.76%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7785	77.85%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5890	58.90%
Acute Oral Toxicity (c)	III	0.5658	56.58%
Estrogen receptor binding	-	0.5175	51.75%
Androgen receptor binding	+	0.5294	52.94%
Thyroid receptor binding	+	0.5707	57.07%
Glucocorticoid receptor binding	-	0.4918	49.18%
Aromatase binding	+	0.6092	60.92%
PPAR gamma	-	0.6891	68.91%
Honey bee toxicity	-	0.8169	81.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7644	76.44%

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	97.94%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.91%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.19%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.03%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.67%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.45%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.78%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.31%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.19%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.98%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.29%	94.45%
CHEMBL1871	P10275	Androgen Receptor	81.39%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.20%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589745
• LOTUS: LTS0101423
• wikiData: Q105385334