(1S,3R,8S,10S,11R,12S,15S,17S)-15-hydroxy-5,12,16,16-tetramethyl-2,7,9-trioxahexacyclo[9.8.0.01,3.04,8.08,10.012,17]nonadec-4-en-6-one

Details

• Internal ID: 5fd20d83-aa3a-4f3d-b029-2872d560f2f5
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,3R,8S,10S,11R,12S,15S,17S)-15-hydroxy-5,12,16,16-tetramethyl-2,7,9-trioxahexacyclo[9.8.0.01,3.04,8.08,10.012,17]nonadec-4-en-6-one
• InChI: InChI=1S/C20H26O5/c1-9-12-14-19(23-14)8-5-10-17(2,3)11(21)6-7-18(10,4)13(19)15-20(12,24-15)25-16(9)22/h10-11,13-15,21H,5-8H2,1-4H3/t10-,11+,13+,14-,15+,18+,19+,20+/m1/s1
• InChI Key: GVHKYCJNBLQSPX-UCZSEGKMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 71.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 5
• 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	+	0.9913	99.13%
Caco-2	+	0.6959	69.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7543	75.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	-	0.5502	55.02%
P-glycoprotein inhibitior	-	0.6220	62.20%
P-glycoprotein substrate	-	0.8455	84.55%
CYP3A4 substrate	+	0.6820	68.20%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.6956	69.56%
CYP2C9 inhibition	-	0.7174	71.74%
CYP2C19 inhibition	-	0.7670	76.70%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	-	0.6490	64.90%
CYP2C8 inhibition	-	0.7556	75.56%
CYP inhibitory promiscuity	-	0.9315	93.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4403	44.03%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8985	89.85%
Skin irritation	+	0.5361	53.61%
Skin corrosion	-	0.9107	91.07%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5428	54.28%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7323	73.23%
skin sensitisation	-	0.7882	78.82%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5781	57.81%
Acute Oral Toxicity (c)	III	0.4194	41.94%
Estrogen receptor binding	+	0.8003	80.03%
Androgen receptor binding	+	0.6712	67.12%
Thyroid receptor binding	+	0.8147	81.47%
Glucocorticoid receptor binding	+	0.8743	87.43%
Aromatase binding	+	0.6854	68.54%
PPAR gamma	+	0.7414	74.14%
Honey bee toxicity	-	0.7654	76.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	93.70%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.80%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.17%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.89%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL1871	P10275	Androgen Receptor	81.58%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.01%	97.14%
CHEMBL3524	P56524	Histone deacetylase 4	80.16%	92.97%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.07%	82.69%

Plants that contains it

• Suregada multiflora

Cross-Links

• PubChem: 100926684
• LOTUS: LTS0265683
• wikiData: Q105021224