(1S,2R,4R,5R,10S,11R,13S,14R,15R,18R)-5-ethenyl-14-hydroxy-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.02,4.04,9.011,13.015,18]octadec-8-ene-7,16-dione

Details

• Internal ID: ec0f25d2-ee8f-4587-8758-311d7bb6cc94
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,2R,4R,5R,10S,11R,13S,14R,15R,18R)-5-ethenyl-14-hydroxy-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.02,4.04,9.011,13.015,18]octadec-8-ene-7,16-dione
• SMILES (Canonical): CC12C3C(C4C5(O4)C(OC(=O)C=C5C3(C6C(C1O)O6)C)C=C)OC2=O
• SMILES (Isomeric): C[C@@]12[C@@H]3[C@@H]([C@@H]4[C@]5(O4)[C@H](OC(=O)C=C5[C@]3([C@@H]6[C@H]([C@@H]1O)O6)C)C=C)OC2=O
• InChI: InChI=1S/C18H18O7/c1-4-7-18-6(5-8(19)22-7)16(2)11-9(14(18)25-18)24-15(21)17(11,3)12(20)10-13(16)23-10/h4-5,7,9-14,20H,1H2,2-3H3/t7-,9+,10+,11-,12+,13+,14-,16-,17-,18-/m1/s1
• InChI Key: VLRYBJQMQSJMHB-TXKOSJJRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₇
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.10525291 g/mol
• Topological Polar Surface Area (TPSA): 97.90 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	-	0.6980	69.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7159	71.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8932	89.32%
P-glycoprotein inhibitior	-	0.6156	61.56%
P-glycoprotein substrate	-	0.6629	66.29%
CYP3A4 substrate	+	0.6243	62.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	+	0.5353	53.53%
CYP2C9 inhibition	-	0.8989	89.89%
CYP2C19 inhibition	-	0.8683	86.83%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.8943	89.43%
CYP2C8 inhibition	-	0.7650	76.50%
CYP inhibitory promiscuity	-	0.8469	84.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4523	45.23%
Eye corrosion	-	0.9711	97.11%
Eye irritation	-	0.9338	93.38%
Skin irritation	-	0.5680	56.80%
Skin corrosion	-	0.8759	87.59%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.8127	81.27%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6532	65.32%
skin sensitisation	-	0.6875	68.75%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.8154	81.54%
Acute Oral Toxicity (c)	II	0.3314	33.14%
Estrogen receptor binding	+	0.6677	66.77%
Androgen receptor binding	+	0.5982	59.82%
Thyroid receptor binding	+	0.5727	57.27%
Glucocorticoid receptor binding	-	0.5392	53.92%
Aromatase binding	-	0.4831	48.31%
PPAR gamma	+	0.7447	74.47%
Honey bee toxicity	-	0.7313	73.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9608	96.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.62%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.98%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.09%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.96%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	83.72%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.25%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.94%	99.23%

Plants that contains it

• Podocarpus neriifolius

Cross-Links

• PubChem: 101593067
• LOTUS: LTS0251428
• wikiData: Q105288623