(1S,2S,5S)-2-[(2R,5Z)-5-[(4Z)-4-[(6R)-6-[(1S,2S,3S)-2-hydroxy-3-prop-1-en-2-ylcyclopentyl]oxan-3-ylidene]butylidene]oxan-2-yl]-5-prop-1-en-2-ylcyclopentan-1-ol

Details

• Internal ID: 6a356781-7404-4cda-bfc9-adad2dc1e12c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2S,5S)-2-[(2R,5Z)-5-[(4Z)-4-[(6R)-6-[(1S,2S,3S)-2-hydroxy-3-prop-1-en-2-ylcyclopentyl]oxan-3-ylidene]butylidene]oxan-2-yl]-5-prop-1-en-2-ylcyclopentan-1-ol
• SMILES (Canonical): CC(=C)C1CCC(C1O)C2CCC(=CCCC=C3CCC(OC3)C4CCC(C4O)C(=C)C)CO2
• SMILES (Isomeric): CC(=C)[C@H]1[C@@H]([C@H](CC1)[C@@H]2OC/C(=C\CC/C=C/3\CO[C@H](CC3)[C@@H]4[C@H]([C@@H](CC4)C(=C)C)O)/CC2)O
• InChI: InChI=1S/C30H46O4/c1-19(2)23-11-13-25(29(23)31)27-15-9-21(17-33-27)7-5-6-8-22-10-16-28(34-18-22)26-14-12-24(20(3)4)30(26)32/h7-8,23-32H,1,3,5-6,9-18H2,2,4H3/b21-7-,22-8-/t23-,24-,25+,26+,27+,28+,29-,30-/m0/s1
• InChI Key: NNOHVKGJYYECPT-SZHYWPMBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.90
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8956	89.56%
Caco-2	-	0.7292	72.92%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8405	84.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7802	78.02%
BSEP inhibitior	+	0.6074	60.74%
P-glycoprotein inhibitior	+	0.6242	62.42%
P-glycoprotein substrate	-	0.7089	70.89%
CYP3A4 substrate	+	0.5323	53.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7148	71.48%
CYP3A4 inhibition	-	0.8044	80.44%
CYP2C9 inhibition	-	0.8808	88.08%
CYP2C19 inhibition	-	0.8012	80.12%
CYP2D6 inhibition	-	0.9090	90.90%
CYP1A2 inhibition	-	0.8092	80.92%
CYP2C8 inhibition	-	0.8075	80.75%
CYP inhibitory promiscuity	-	0.6956	69.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9628	96.28%
Carcinogenicity (trinary)	Non-required	0.6718	67.18%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.8596	85.96%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6990	69.90%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6158	61.58%
Acute Oral Toxicity (c)	III	0.5118	51.18%
Estrogen receptor binding	+	0.6956	69.56%
Androgen receptor binding	+	0.6426	64.26%
Thyroid receptor binding	-	0.6157	61.57%
Glucocorticoid receptor binding	+	0.5931	59.31%
Aromatase binding	+	0.6595	65.95%
PPAR gamma	+	0.6051	60.51%
Honey bee toxicity	-	0.8082	80.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9521	95.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	94.30%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.49%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.61%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.22%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.99%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.83%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.63%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102094825
• LOTUS: LTS0236348
• wikiData: Q105182230